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Cas Database

22148-20-5

22148-20-5

Identification

  • Product Name:Piperidine,1-(4-bromophenyl)-

  • CAS Number: 22148-20-5

  • EINECS:

  • Molecular Weight:240.143

  • Molecular Formula: C11H14BrN

  • HS Code:2933399090

  • Mol File:22148-20-5.mol

Synonyms:Piperidine,1-(p-bromophenyl)- (6CI,8CI);1-(4-Bromophenyl)piperidine;N-(4-Bromophenyl)piperidine;N-(p-Bromophenyl)piperidine;

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Safety information and MSDS view more

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation

  • 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:1-(4-Bromophenyl)piperidine
  • Packaging:100mg
  • Price:$ 75
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-(4-Bromophenyl)piperidine >98.0%(GC)(T)
  • Packaging:1g
  • Price:$ 41
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  • Manufacture/Brand:TCI Chemical
  • Product Description:1-(4-Bromophenyl)piperidine >98.0%(GC)(T)
  • Packaging:5g
  • Price:$ 123
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:1-(4-Bromophenyl)piperidine 98%
  • Packaging:1 g
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:1-(4-Bromophenyl)piperidine 98%
  • Packaging:250 mg
  • Price:$ 24
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  • Manufacture/Brand:Rieke Metals
  • Product Description:1-(4-Bromo-phenyl)-piperidine
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  • Manufacture/Brand:Rieke Metals
  • Product Description:1-(4-Bromo-phenyl)-piperidine
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  • Manufacture/Brand:Crysdot
  • Product Description:1-(4-Bromophenyl)piperidine 97%
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  • Manufacture/Brand:Chem-Impex
  • Product Description:1-(4-Bromophenyl)piperidine,≥98%(GC) ≥98%(GC)
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  • Manufacture/Brand:Chemenu
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Relevant articles and documentsAll total 28 Articles be found

Room Temperature Catalytic Animation of Aryl Iodides

Wolfe, John P.,Buchwald, Stephen L.

, p. 6066 - 6068 (1997)

-

Visible light-induced mono-bromination of arenes with BrCCl3

Fan, Jiali,Wei, Qiancheng,Zhu, Ershu,Gao, Jing,Cheng, Xiamin,Lu, Yongna,Loh, Teck-Peng

supporting information, p. 5977 - 5980 (2021/06/18)

A highly efficient and regioselective bromination of electron-rich arenes and heteroarenes using commercially available BrCCl3as a “Br” source has been developed. The reaction was performed in air under mild conditions with photocatalyst Ru(bpy)3Cl2·6H2O, avoiding the usage of strong acids and strong oxidants. Mono-brominated products were obtained with medium to excellent yields (up to 94%). This strategy has shown good compatibility and highpara-selectivity, which will facilitate the complicated synthesis.

Synthesis method of 1-(4-bromophenyl) piperidine

-

Paragraph 0028-0036, (2021/04/14)

The invention discloses a preparation method of 1-(4-bromophenyl) piperidine, and belongs to the technical field of medical intermediates. Bromobenzene and piperidine are used as raw materials and react with potassium tert-butoxide or sodium tert-amyl alcohol in sulfolane in a heating mode to obtain N-phenyl piperidine; and then in the presence of a catalyst tetra-n-butyl tetraphenyl ammonium borate, a bromination reagent is added to react to obtain the 1-(4-bromophenyl)piperidine. The method is few in reaction steps, simple and convenient to operate and relatively high in yield, and a new path is provided for synthesis of the 1-(4-bromophenyl) piperidine.

Iodine-Mediated Coupling of Cyclic Amines with Sulfonyl Hydrazides: an Efficient Synthesis of Vinyl Sulfone Derivatives

Rong, Xiaona,Guo, Jingwen,Hu, Zheqi,Huang, Lehao,Gu, Yugui,Cai, Yuepiao,Liang, Guang,Xia, Qinqin

supporting information, p. 701 - 708 (2020/12/30)

An efficient iodine-mediated coupling of cyclic amines with sulfonyl hydrazides is reported. This transformation opens a new route to the synthesis of vinyl sulfones derivatives, which is a common structural motif in natural products and pharmaceuticals. Tentative mechanistic studies suggest that this reaction is likely to involve a radical process.

Synthesis of some new distyrylbenzene derivatives using immobilized Pd on an NHC-functionalized MIL-101(Cr) catalyst: photophysical property evaluation, DFT and TD-DFT calculations

Niknam, Esmaeil,Mahmoodi, Ali,Panahi, Farhad,Heydari Dokoohaki, Maryam,Zolghadr, Amin Reza,Khalafi-Nezhad, Ali

, p. 12374 - 12380 (2021/04/07)

In this study the catalytic application of a heterogeneous Pd-catalyst system based on metal organic framework [Pd-NHC-MIL-101(Cr)] was investigated in the synthesis of distyrylbenzene derivatives using the Heck reaction. The Pd-NHC-MIL-101(Cr) catalyst s

COMPOUND SIMULTANEOUSLY INHIBITING LSD1 AND HDAC TARGETS AND APPLICATION THEREOF

-

Paragraph 0041; 0047-0048; 0052; 0055, (2020/11/26)

A compound having a general structural formula as shown in Formula I: X-AB-Y (Formula I); in the above Formula I, X is selected from any one of -CO2H, -CONHZ, -CH=CH-CO2H, -CH=CH-CONHZ, wherein Z is selected from any one of substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted aryl, and hydroxyl; Y = -NR1R2, wherein NR1R2 is a substituted or unsubstituted 3- to 9-membered nitrogen-containing heterocycloalkyl; A and B are each independently selected from substituted or unsubstituted phenylene, substituted or unsubstituted azaphenylene. The compound or corresponding pharmaceutical salt thereof can inhibit LSD1 and HDAC target proteins at the same time, thus inhibit the proliferation of many kinds of tumor cells and have good antitumor effect.

Process route upstream and downstream products

Process route

piperidine
110-89-4

piperidine

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

N-phenyl piperidine
4096-20-2

N-phenyl piperidine

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

1,4-di-(1-piperidinyl)benzene
25556-16-5

1,4-di-(1-piperidinyl)benzene

Conditions
Conditions Yield
With P(tri-o-tolylphosphine)3; bis(dibenzylideneacetone)-palladium(0); In 1,4-dioxane; Heating;
16%
7%
45%
piperidine
110-89-4

piperidine

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With tol-BINAP; 18-crown-6 ether; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); In tetrahydrofuran; for 13h; Ambient temperature;
92%
N-phenyl piperidine
4096-20-2

N-phenyl piperidine

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With 2-bromo-pyridine; tris(bipyridine)ruthenium(II) dichloride hexahydrate; Bromotrichloromethane; oxygen; In N,N-dimethyl-formamide; at 20 ℃; for 12h; regioselective reaction; Irradiation;
94%
With N-Bromosuccinimide; tetrabutylammonium tetraphenylborate; In acetonitrile; at 10 - 25 ℃; for 6h; Reagent/catalyst; Solvent;
90.1%
With tetrabutylammomium bromide; In dichloromethane; at 20 ℃; for 3h; regioselective reaction; Electrolysis; Green chemistry;
62%
With hydrogen bromide; bromine;
With bromine; In chloroform; at 25 ℃;
98 % Spectr.
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

4-bromo-aniline
106-40-1

4-bromo-aniline

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With potassium carbonate; In water; at 115 ℃; for 0.333333h; Concentration; Microwave irradiation; Green chemistry;
92%
With sodium dodecyl-sulfate; sodium hydrogencarbonate; In water; at 80 ℃; for 6h;
66%
With potassium carbonate; In water; at 120 ℃; for 0.333333h; microwave irradiation;
64%
With sodium dodecyl-sulfate; sodium hydrogencarbonate; In water; at 80 ℃;
4-bromo-aniline; With sodium dodecyl-sulfate; sodium hydrogencarbonate; In water; at 80 ℃; for 0.0833333h;
1,5-dibromo-pentane; In water; at 80 ℃;
With potassium carbonate; In water; at 100 ℃; for 0.333333h; Microwave irradiation;
With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 24h; Inert atmosphere;
With potassium carbonate; sodium iodide; In acetonitrile; for 40h; Reflux;
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

4-bromo-aniline
106-40-1

4-bromo-aniline

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With N-ethyl-N,N-diisopropylamine; In toluene;
89%
(4-bromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane
947515-73-3

(4-bromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane

piperidin-1-yl benzoate
5542-49-4

piperidin-1-yl benzoate

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With copper(l) iodide; johnphos; lithium tert-butoxide; In 1,4-dioxane; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique;
58%
piperidin-1-yl benzoate
5542-49-4

piperidin-1-yl benzoate

2-(4-bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane
183677-71-6

2-(4-bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate; lithium tert-butoxide; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;
87%
With copper (I) tert-butoxide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; lithium tert-butoxide; In 2,2,4-trimethylpentane; toluene; at 60 ℃; Inert atmosphere;
80%
piperidine
110-89-4

piperidine

4-bromophenyl trifluoromethanesulfonate
66107-30-0

4-bromophenyl trifluoromethanesulfonate

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
In 1-methyl-pyrrolidin-2-one; at 200 - 204 ℃; for 0.75h; microwave irradiation;
92%
piperidine
110-89-4

piperidine

bromochlorobenzene
106-39-8

bromochlorobenzene

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 10h;
88%
piperidine
110-89-4

piperidine

p-bromophenylboronic acid pinacol ester
68716-49-4

p-bromophenylboronic acid pinacol ester

N-(4-bromophenyl)piperidine
22148-20-5

N-(4-bromophenyl)piperidine

Conditions
Conditions Yield
With copper diacetate; triethylamine; In acetonitrile; at 80 ℃; for 24h; Molecular sieve; Sealed tube;
85%

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