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Cas Database

761440-16-8

761440-16-8

Identification

  • Product Name:2,5-dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine

  • CAS Number: 761440-16-8

  • EINECS:

  • Molecular Weight:346.237

  • Molecular Formula: C13H13Cl2N3O2S

  • HS Code:2933599090

  • Mol File:761440-16-8.mol

Synonyms:(2,5-Dichloropyrimidin-4-yl)[2-[(propan-2-yl)sulfonyl]phenyl]amine; 4-Pyrimidinamine, 2,5-dichloro-N-[2-[(1-methylethyl)sulfonyl]phenyl]-; (2,5-Dichloropyrimidin-4-yl)[2-(propane-2-sulfonyl)phenyl]-amine; 2,5-Dichloro-N-[2-[(1-methylethyl)sulfonyl]phenyl]-4-pyrimidinamine; 2,5-Dichloro-N-[2-(propane-1-sulfonyl)phenyl]pyrimidin-4-amine; (2,5-Dichloro-pyrimidin-4-yl)-[2-(propane-1-sulfony)-phenyl]-amine; 2,5-Dichloro-N-(2-(iso-propylsulfonyl)phenyl)-pyrimidin-4-amine; 2,5-Dichloro-N-(2-(isopropylsulfonyl)-phenyl)pyrimidin-4-amine; 2,5-Dichloro-N-[2-(isopropylsulfonyl)phenyl]pyrimidin-4-amine; 2,5-dichloro-n-(2-((1-methylethyl)sulfonyl)phenyl)-4-pyrimidinamine; 2,5-dichloro-N-(2-(isopropyl sulfonyl)phenyl)-pyrimidine-4-amine

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:2,5-Dichloro-N-[2-(isopropylsulfonyl)phenyl]pyrimidin-4-amine
  • Packaging:1g
  • Price:$ 580
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2,5-Dichloro-N-[2-(isopropylsulfonyl)phenyl]pyrimidin-4-amine >97.0%(HPLC)(N)
  • Packaging:200mg
  • Price:$ 83
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2,5-Dichloro-N-[2-(isopropylsulfonyl)phenyl]pyrimidin-4-amine >97.0%(HPLC)(N)
  • Packaging:1g
  • Price:$ 247
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  • Manufacture/Brand:SynChem
  • Product Description:(2,5-Dichloropyrimidin-4-yl)[2-(propane-2-sulfonyl)phenyl]-amine 95+%
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  • Price:$ 350
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  • Manufacture/Brand:SynChem
  • Product Description:(2,5-Dichloropyrimidin-4-yl)[2-(propane-2-sulfonyl)phenyl]-amine 95+%
  • Packaging:5 g
  • Price:$ 1395
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2,5-Dichloro-N-(2-(isopropylsulfonyl)-phenyl)pyrimidin-4-amine 95+%
  • Packaging:1g
  • Price:$ 975
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2,5-Dichloro-N-(2-(isopropylsulfonyl)-phenyl)pyrimidin-4-amine 95+%
  • Packaging:250mg
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  • Manufacture/Brand:Crysdot
  • Product Description:2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine 98%
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  • Price:$ 376
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  • Manufacture/Brand:Crysdot
  • Product Description:2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine 98%
  • Packaging:100g
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  • Manufacture/Brand:Crysdot
  • Product Description:2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine 98%
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Relevant articles and documentsAll total 51 Articles be found

Discovery of novel mutant-combating ALK and ROS1 dual inhibitors bearing imidazolidin-2-one moiety with reasonable PK properties

Lei, Hongrui,Jiang, Nan,Miao, Xiuqi,Xing, Lingyun,Guo, Ming,Liu, Yang,Xu, Haowen,Gong, Ping,Zuo, Daiying,Zhai, Xin

, p. 297 - 309 (2019)

Aiming to identify novel potent ALK and ROS1 dual inhibitors, the relatively bulky piperidine fragment in ceritinib was replaced with substituted imidazolidin-2-one moiety which gave rise to a series of 2,4-diaryl-aminopyrimidine (DAAP) analogs (6–33). SAR studies were conducted based on cellular assays on five cell lines and most compounds exerted moderated to excellent activities. Among them, 15 showed excellent inhibitory activities against ROS1 and ALK positive cell lines, especially Ba/F3G1202R, with IC50 values ranging from 14 to 37 nM. As a continuation, several compounds were tested in enzymatic assays and 15 displayed encouraging activities against wild-type ALK (1.2 nM), ROS1(0.43 nM) as well as extremely resistant ALKL1196M and ALKG1202R mutants with IC50 values of 0.73 nM and 6.7 nM, respectively. To our delight, both cellular and enzymatic results of 15 were in good accordance with western blot assays on H2228 and HCC78 cell lines. Importantly, pharmacokinetic (PK) profiles of 15 were obtained with quite satisfying AUC and Cmax values. Besides, the binding models of 15 with ALKWT, ALKG1202R and ROS1 clearly present the essential interactions within the active site.

CHEMICAL PROCESS FOR PREPARING PYRIMIDINE DERIVATIVES AND INTERMEDIATES THEREOF

-

, (2021/05/21)

PROBLEM TO BE SOLVED: To provide a process for preparing ceritinib and/or intermediates thereof. SOLUTION: There is provided a process for preparing (C2-1), an intermediate of ceritinib synthesis, comprising the step of reacting (A) with (B) in a solvent in the presence of at least one catalyst, wherein P is a protecting group and T and X1 independently denote Cl and the like. SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

CDK inhibitor based on organic arsine as well as preparation method and application of CDK inhibitor

-

, (2021/03/31)

The invention provides a CDK inhibitor based on organic arsine as well as a preparation method and application of the CDK inhibitor. Specifically, the invention providese compounds of Formula I, or stereoisomers or tautomers thereof, or pharmaceutically acceptable salts, hydrates or solvates thereof; and the invention also discloses a preparation method and application thereof. Definitions of allgroups in the formula are shown in the specification.

Small molecule inhibitors of leucine-rich repetitive kinase 2 and their applications

-

Paragraph 0078-0082, (2022/01/07)

The present invention provides a small molecule inhibitor of leucine-rich repetitive kinase 2 and applications thereof; compounds as small molecule inhibitors such as compounds shown in formula I of the present invention or isotopic forms thereof, stereoisomers, tautomers, pharmaceutically acceptable salts, pharmaceutically acceptable solvates, hydrates, prodrugs and polymorphs. The compound has a high LRRK2 inhibitory activity and has high application value in the preparation of drugs for the treatment of neurodegenerative diseases such as Parkinson's disease, Alzheimer's disease and other diseases.

POTENT AND SELECTIVE DEGRADERS OF ALK

-

Paragraph 00212-00213, (2021/09/04)

Disclosed are bispecific compounds (degraders) that target ALK or ALK and FAK for degradation. Also disclosed are pharmaceutical compositions containing the degraders and methods of using the bispecific compounds to treat diseases and disorders characterized or mediated by aberrant ALK or ALK and FAK activity.

Fragment-based modification of 2,4-diarylaminopyrimidine derivatives as ALK and ROS1 dual inhibitors to overcome secondary mutants

Chen, Yuxiang,Guo, Ming,Li, Tong,Li, Wei,Wei, Shangfei,Zhai, Xin,Zhao, Tianming,Zhu, Minglin

, (2020/09/01)

In order to explore novel ALK and ROS1 dual inhibitors capable of overcoming crizotinib-resistant mutants, two series of 2,4-diarylaminopyrimidine derivatives were designed, synthesized and evaluated for their in vitro cytotoxic activity. In this work, we retained the 2,4-diarylaminopyrimidine scaffold and derivatize the DAAP scaffold with sulfonyl and acrylamide moieties to extend the structure–activity relationship (SAR) study. To our delight, some compounds exhibited excellent inhibitory activity with a double-digit nanomolar level in MTT assay. Four compounds were selected for enzymic assays further, the results led to the identification of a potent ALK and ROS1 dual inhibitor X-17, with IC50 values of 3.7 nM, 2.3 nM, 8.9 nM and 1.9 nM against ALK, ALKL1196M, ALKG1202R and ROS1, respectively. Ultimately, the molecular docking studies on X-17 clearly disclosed reasonable and optimal binding interactions with ALK.

Process route upstream and downstream products

Process route

1-amino-2-(isopropylsulphonyl)benzene
76697-50-2

1-amino-2-(isopropylsulphonyl)benzene

2,4,5-trichloropyrimidine
5750-76-5

2,4,5-trichloropyrimidine

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
With potassium tert-butylate; zinc diacetate; In 1-methyl-pyrrolidin-2-one; at 118 - 122 ℃; for 10h; Reagent/catalyst; Temperature; Solvent;
92.1%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;
2,4,5-trichloropyrimidine; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;
90.6%
2,4,5-trichloropyrimidine; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;
1-amino-2-(isopropylsulphonyl)benzene; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 2h;
72%
With palladium diacetate; caesium carbonate; triphenylphosphine; In toluene; for 4h; Inert atmosphere; Reflux;
65.6%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h; Ionic liquid;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;
63%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 ℃;
2,4,5-trichloropyrimidine; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 - 20 ℃;
60%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 ℃; for 0.75h; Inert atmosphere;
2,4,5-trichloropyrimidine; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.75h;
60.6%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 0 - 20 ℃; regioselective reaction;
59%
With sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 16h; Concentration; Solvent; Cooling with ice;
52%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;
48%
With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 25 ℃; for 12h; Temperature; Solvent;
46%
With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 25 ℃; for 12h;
46%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h;
40.6%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
40%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.5h; Cooling with ice;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; mineral oil; for 10h; Cooling with ice;
40%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.5h; Cooling with ice;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; for 10h; Cooling with ice;
40%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h; Cooling with ice;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃; Cooling with ice;
40%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.666667h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
35%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃;
33%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; for 0.25h; Cooling;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
32.69%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃;
32%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 5 ℃; for 0.25h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 0 - 5 ℃;
32.7%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.333333h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 2.5h;
20%
With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; for 2h; Reflux;
17%
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 12h;
With sodium hydride; In N,N-dimethyl-formamide;
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 4h; Inert atmosphere;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 4h; Inert atmosphere;
With potassium carbonate; In N,N-dimethyl-formamide; at 75 ℃;
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl acetamide; at 0 ℃; for 1h;
2,4,5-trichloropyrimidine; In N,N-dimethyl acetamide; at 20 - 25 ℃; for 2h; Reagent/catalyst; Time; Temperature;
9.1 g
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Cooling with ice;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
1.7 g
With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 80 ℃; for 7.5h;
With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃;
0.5 g
With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 80 ℃; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;
0.88 g
With sodium hydride; In dimethyl sulfoxide;
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at -10 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 80 ℃; for 7.5h;
With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 80 ℃; for 7.5h; Large scale;
1.07 kg
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine;
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
2.7 g
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
2,4,5-trichloropyrimidine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;
2.7 g
With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 80 ℃; for 7.5h; Large scale;
2,6-dichloro-5-methylpyrimidine
1780-31-0

2,6-dichloro-5-methylpyrimidine

1-amino-2-(isopropylsulphonyl)benzene
76697-50-2

1-amino-2-(isopropylsulphonyl)benzene

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
1-amino-2-(isopropylsulphonyl)benzene; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
2,6-dichloro-5-methylpyrimidine; In N,N-dimethyl-formamide; at 20 ℃;
59%
4-bromo-2,5-dichloropyrimidine
1401466-33-8

4-bromo-2,5-dichloropyrimidine

1-amino-2-(isopropylsulphonyl)benzene
76697-50-2

1-amino-2-(isopropylsulphonyl)benzene

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
With palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; Reagent/catalyst; Inert atmosphere; Reflux;
81%
1-amino-2-(isopropylsulphonyl)benzene
76697-50-2

1-amino-2-(isopropylsulphonyl)benzene

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 25 °C / Inert atmosphere
1.2: 2 h / 25 °C / Inert atmosphere
2.1: acetic acid / water / 85 °C
3.1: trichlorophosphate / toluene / 100 °C
With sodium hydride; acetic acid; trichlorophosphate; In water; N,N-dimethyl-formamide; toluene;
2-(isopropyl sulfanyl)nitrobenzene
70415-85-9

2-(isopropyl sulfanyl)nitrobenzene

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
2.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h
3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / Cooling
3.2: 16 h / 20 °C
With hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; palladium 10% on activated carbon; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: oxone / methanol; water / 16 h / 0 - 20 °C / Inert atmosphere
2.1: palladium on activated charcoal; hydrogen / methanol / 19 h
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 °C / Inert atmosphere
3.2: 4 h / 0 °C / Inert atmosphere
With oxone; palladium on activated charcoal; hydrogen; sodium hydride; In methanol; water; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 2 steps
1.1: hydrazine hydrate; pyrographite; iron(III) chloride / ethanol / 7 h / 60 °C / Reflux
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
2.2: 0 - 20 °C
With iron(III) chloride; sodium hydride; pyrographite; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: pyrographite / ethyl acetate / 30 - 40 °C / Large scale
1.2: 1216.08 Torr / Large scale
2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / Reflux; Large scale
3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 15 °C / Large scale
With pyrographite; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; ethyl acetate; isopropyl alcohol;
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 25 °C
2.1: hydrogen; palladium on activated charcoal / methanol / 6 h / 3102.97 Torr
3.1: sodium hydride / N,N-dimethyl acetamide / 1 h / 0 °C
3.2: 2 h / 20 - 25 °C
With palladium on activated charcoal; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl acetamide;
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 60 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
3.2: 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 60 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
3.2: 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 760.05 Torr
3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Cooling with ice
3.2: 16 h / 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: acetic acid; dihydrogen peroxide / 9 h / 80 °C
2.1: pyrographite; iron(III) chloride; hydrazine hydrate / ethanol / 15 h / 50 - 80 °C
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Cooling with ice
3.2: 10 h / Cooling with ice
With iron(III) chloride; dihydrogen peroxide; sodium hydride; pyrographite; hydrazine hydrate; acetic acid; In ethanol; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 30 °C / 3750.38 Torr
3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 - 5 °C
3.2: 0 - 5 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: acetic acid; dihydrogen peroxide / water / 9 h / 80 °C
2.1: iron(III) chloride; hydrazine hydrate; pyrographite / ethanol / 15 h / 50 - 80 °C
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Cooling with ice
3.2: 10 h / Cooling with ice
With iron(III) chloride; dihydrogen peroxide; sodium hydride; pyrographite; hydrazine hydrate; acetic acid; In ethanol; water; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 3 steps
1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C
2: potassium carbonate / N,N-dimethyl-formamide / 110 °C / Inert atmosphere
3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C
With palladium 10% on activated carbon; hydrogen; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: acetic acid; dihydrogen peroxide / 8 h / 50 - 80 °C
2.1: hydrazine hydrate; iron(III) chloride; pyrographite / ethanol / 7 h / Reflux
3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
3.2: 20 °C
With iron(III) chloride; dihydrogen peroxide; sodium hydride; pyrographite; hydrazine hydrate; acetic acid; In ethanol; N,N-dimethyl-formamide;
Multi-step reaction with 3 steps
1.1: potassium peroxomonosulphate / methanol / 25 h / 0 - 20 °C
2.1: palladium on activated charcoal; hydrogen / methanol / 12 h / 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h / 0 °C
3.2: 0 - 20 °C
With potassium peroxomonosulphate; palladium on activated charcoal; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide;
1-(isopropylsulfonyl)-2-nitrobenzene
70415-86-0

1-(isopropylsulfonyl)-2-nitrobenzene

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h
2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / Cooling
2.2: 16 h / 20 °C
With hydrogen; sodium hydride; palladium 10% on activated carbon; In methanol; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1.1: palladium on activated charcoal; hydrogen / methanol / 19 h
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 °C / Inert atmosphere
2.2: 4 h / 0 °C / Inert atmosphere
With palladium on activated charcoal; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 2 steps
1.1: hydrogen; palladium on activated charcoal / methanol / 6 h / 3102.97 Torr
2.1: sodium hydride / N,N-dimethyl acetamide / 1 h / 0 °C
2.2: 2 h / 20 - 25 °C
With palladium on activated charcoal; hydrogen; sodium hydride; In methanol; N,N-dimethyl acetamide;
Multi-step reaction with 2 steps
1.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 60 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
2.2: 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 60 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
2.2: 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 760.05 Torr
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Cooling with ice
2.2: 16 h / 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1.1: pyrographite; iron(III) chloride; hydrazine hydrate / ethanol / 15 h / 50 - 80 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Cooling with ice
2.2: 10 h / Cooling with ice
With iron(III) chloride; sodium hydride; pyrographite; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 2 steps
1: 5%-palladium/activated carbon; hydrogen / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave; Large scale
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C
With 5%-palladium/activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol;
Multi-step reaction with 2 steps
1.1: iron(III) chloride; hydrazine hydrate; pyrographite / ethanol / 15 h / 50 - 80 °C
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Cooling with ice
2.2: 10 h / Cooling with ice
With iron(III) chloride; sodium hydride; pyrographite; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 2 steps
1: hydrogen; palladium on activated charcoal / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C
With palladium on activated charcoal; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol;
Multi-step reaction with 2 steps
1: 5%-palladium/activated carbon; hydrogen / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave; Large scale
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C / Large scale
With 5%-palladium/activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol;
Multi-step reaction with 2 steps
1.1: hydrazine hydrate; iron(III) chloride; pyrographite / ethanol / 7 h / Reflux
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
2.2: 20 °C
With iron(III) chloride; sodium hydride; pyrographite; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1.1: palladium on activated charcoal; hydrogen / methanol / 12 h / 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h / 0 °C
2.2: 0 - 20 °C
With palladium on activated charcoal; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide;
Multi-step reaction with 2 steps
1: hydrogen; 5%-palladium/activated carbon / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave; Large scale
2: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C / Large scale
With 5%-palladium/activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol;
2,5-dichloro-N-[2-(propan-2-ylsulfanyl)phenyl]pyrimidin-4-amine
1632485-14-3

2,5-dichloro-N-[2-(propan-2-ylsulfanyl)phenyl]pyrimidin-4-amine

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
2,5-dichloro-N-[2-(propan-2-ylsulfanyl)phenyl]pyrimidin-4-amine; With sodium tungstate (VI) dihydrate; acetic acid; In water; at 30 ℃; for 0.5h; Large scale;
With dihydrogen peroxide; In water; at 20 - 30 ℃; for 5h; Large scale;
With sodium sulfite; In water; at 20 - 30 ℃; for 4h; Temperature; Large scale;
92%
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃;
91%
With peracetic acid; acetic acid; In ethyl acetate; at 20 - 30 ℃; for 16h;
88%
2,5-dichloro-N-[2-(propan-2-ylsulfanyl)phenyl]pyrimidin-4-amine; With peracetic acid; acetic acid; In ethyl acetate; at 20 - 30 ℃; for 16h;
With sodium sulfite; In water; ethyl acetate; at 45 ℃;
88%
With peracetic acid; acetic acid; In ethyl acetate; at 20 - 30 ℃; for 16h;
88%
With peracetic acid; In ethyl acetate; at 20 - 30 ℃; for 16h;
88%
With dihydrogen peroxide; at 60 ℃; for 2h; Reagent/catalyst;
87.2%
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.916667h; Solvent; Reagent/catalyst; Concentration; Temperature;
82%
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 2 - 25 ℃; for 16h; Inert atmosphere;
76.2%
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;
60%
With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 15 ℃; Large scale;
2.55 kg
With sulfuric acid; dihydrogen peroxide; acetic acid; In tetrahydrofuran; at 45 - 60 ℃; for 7.5h;
2-hydroxy-5-chloro-N-[2-[(1-methylethyl)sulfonyl]phenyl]-4-pyrimidinamine

2-hydroxy-5-chloro-N-[2-[(1-methylethyl)sulfonyl]phenyl]-4-pyrimidinamine

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
With trichlorophosphate; In toluene; at 100 ℃; Temperature; Solvent;
82.8%
ortho-nitrofluorobenzene
1493-27-2,127723-77-7

ortho-nitrofluorobenzene

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 100 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
3.1: hydrogen / palladium 10% on activated carbon / methanol / 6 h
4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / Cooling
4.2: 16 h / 20 °C
With hydrogen; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; palladium 10% on activated carbon; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C / Inert atmosphere
2.1: oxone / methanol; water / 16 h / 0 - 20 °C / Inert atmosphere
3.1: palladium on activated charcoal; hydrogen / methanol / 19 h
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 4 h / 0 °C / Inert atmosphere
4.2: 4 h / 0 °C / Inert atmosphere
With oxone; palladium on activated charcoal; hydrogen; sodium hydride; potassium carbonate; In methanol; water; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 110 °C
2.1: hydrazine hydrate; pyrographite; iron(III) chloride / ethanol / 7 h / 60 °C / Reflux
3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
3.2: 0 - 20 °C
With iron(III) chloride; sodium hydride; potassium carbonate; pyrographite; hydrazine hydrate; In ethanol; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 - 90 °C / Large scale
2.1: pyrographite / ethyl acetate / 30 - 40 °C / Large scale
2.2: 1216.08 Torr / Large scale
3.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / Reflux; Large scale
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 15 °C / Large scale
With potassium carbonate; pyrographite; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 100 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 0 - 25 °C
3.1: hydrogen; palladium on activated charcoal / methanol / 6 h / 3102.97 Torr
4.1: sodium hydride / N,N-dimethyl acetamide / 1 h / 0 °C
4.2: 2 h / 20 - 25 °C
With palladium on activated charcoal; hydrogen; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 100 - 110 °C / Inert atmosphere
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C
3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 60 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
4.2: 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 100 - 110 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 0 °C
3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 60 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C
4.2: 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 100 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
3.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 760.05 Torr
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 20 °C / Cooling with ice
4.2: 16 h / 20 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 110 °C
2.1: acetic acid; dihydrogen peroxide / 9 h / 80 °C
3.1: pyrographite; iron(III) chloride; hydrazine hydrate / ethanol / 15 h / 50 - 80 °C
4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / Cooling with ice
4.2: 10 h / Cooling with ice
With iron(III) chloride; dihydrogen peroxide; sodium hydride; potassium carbonate; pyrographite; hydrazine hydrate; acetic acid; In ethanol; N,N-dimethyl-formamide; mineral oil;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 100 °C
2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C
3.1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 30 °C / 3750.38 Torr
4.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 - 5 °C
4.2: 0 - 5 °C
With palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 100 °C / Inert atmosphere
2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C
3: potassium carbonate / N,N-dimethyl-formamide / 110 °C / Inert atmosphere
4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C
With palladium 10% on activated carbon; hydrogen; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 10 h / 110 °C
2.1: acetic acid; dihydrogen peroxide / 8 h / 50 - 80 °C
3.1: hydrazine hydrate; iron(III) chloride; pyrographite / ethanol / 7 h / Reflux
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
4.2: 20 °C
With iron(III) chloride; dihydrogen peroxide; sodium hydride; potassium carbonate; pyrographite; hydrazine hydrate; acetic acid; In ethanol; N,N-dimethyl-formamide;
Multi-step reaction with 4 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 110 °C
2.1: potassium peroxomonosulphate / methanol / 25 h / 0 - 20 °C
3.1: palladium on activated charcoal; hydrogen / methanol / 12 h / 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.67 h / 0 °C
4.2: 0 - 20 °C
With potassium peroxomonosulphate; palladium on activated charcoal; hydrogen; sodium hydride; potassium carbonate; In methanol; N,N-dimethyl-formamide;
2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine
761440-16-8

2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methyl-pyrimidin-4-amine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: dimethyl sulfoxide / 12 h / 85 °C / Large scale
2: 5%-palladium/activated carbon; hydrogen / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave; Large scale
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C
With 5%-palladium/activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; dimethyl sulfoxide;
Multi-step reaction with 3 steps
1: dimethyl sulfoxide / 12 h / 85 °C / Large scale
2: hydrogen; palladium on activated charcoal / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C
With palladium on activated charcoal; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; dimethyl sulfoxide;
Multi-step reaction with 3 steps
1: dimethyl sulfoxide / 12 h / 85 °C / Large scale
2: 5%-palladium/activated carbon; hydrogen / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave; Large scale
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C / Large scale
With 5%-palladium/activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; dimethyl sulfoxide;
Multi-step reaction with 3 steps
1: dimethyl sulfoxide / 12 h / 85 °C / Large scale
2: hydrogen; 5%-palladium/activated carbon / ethanol / 48 h / 40 °C / 2550.26 Torr / Autoclave; Large scale
3: 1,8-diazabicyclo[5.4.0]undec-7-ene / 7.5 h / 80 °C / Large scale
With 5%-palladium/activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; dimethyl sulfoxide;

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