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15803-02-8

15803-02-8

Identification

Synonyms:Pyrazole,4-bromo-1-methyl- (8CI);1-Methyl-4-bromopyrazole;4-Bromo-1-methyl-1H-pyrazole;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Danger

  • Hazard Statement:H315 Causes skin irritationH318 Causes serious eye damage H335 May cause respiratory 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 view more

  • Manufacture/Brand
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  • Manufacture/Brand:TRC
  • Product Description:4-Bromo-1-methyl-1H-pyrazole
  • Packaging:1g
  • Price:$ 55
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Bromo-1-methylpyrazole >98.0%(GC)
  • Packaging:5g
  • Price:$ 18
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:4-Bromo-1-methylpyrazole >98.0%(GC)
  • Packaging:25g
  • Price:$ 55
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Bromo-1-methyl-1H-pyrazole 97%
  • Packaging:100 g
  • Price:$ 128
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:4-Bromo-1-methyl-1H-pyrazole 97%
  • Packaging:25 g
  • Price:$ 98
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Bromo-1-methyl-1H-pyrazole 97%
  • Packaging:5g
  • Price:$ 69.5
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:4-Bromo-1-methyl-1H-pyrazole 97%
  • Packaging:25g
  • Price:$ 87.2
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-Bromo-1-methyl-1H-pyrazole 97%
  • Packaging:25g
  • Price:$ 43
  • Delivery:In stock
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-Bromo-1-methyl-1H-pyrazole 97%
  • Packaging:100g
  • Price:$ 115
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:4-Bromo-1-methyl-1H-pyrazole 97%
  • Packaging:500g
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Relevant articles and documentsAll total 18 Articles be found

PIPERIDINYL-METHYL-PURINEAMINES AS NSD2 INHIBITORS AND ANTI-CANCER AGENTS

-

Page/Page column 54, (2021/02/19)

The present invention provides a compound of Formula (I): (I) or an enantiomer, an enantiomeric mixture, or a pharmaceutically acceptable salt thereof; wherein the variables are as defined herein. The present invention further provides pharmaceutical compositions comprising such compounds; and methods of using such compounds for treating a disease or condition mediated by nuclear SET domain-containing protein 2 (NSD2).

Photocatalytic Oxidative Bromination of Electron-Rich Arenes and Heteroarenes by Anthraquinone

Petzold, Daniel,K?nig, Burkhard

supporting information, p. 626 - 630 (2017/11/22)

The estimated excited oxidation potential of sodium anthraquinone-2-sulfonate (SAS) increases from 1.8 V to about 2.3 V vs SCE by protonation with Br?nsted acids. This increased photooxidation power of protonated anthraquinone was used for the regio-selective oxidative bromination of electron rich (hetero)arenes and drugs in good yield. The mild reaction conditions are compatible with many functional groups, such as double and triple bonds, ketones, amides and amines, hydroxyl groups, carboxylic acids and carbamates. Mechanistic investigations indicate the photooxidation of the arene followed by nucleophilic bromide addition as the likely pathway. (Figure presented.).

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

Song, Song,Sun, Xiang,Li, Xinwei,Yuan, Yizhi,Jiao, Ning

supporting information, p. 2886 - 2889 (2015/06/30)

An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available dimethyl sulfoxide (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chemistry as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application.

Process route upstream and downstream products

Process route

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

Conditions
Conditions Yield
With bromine; In dichloromethane; at 25 - 29 ℃; for 1.75h;
75%
With hydrogen bromide; dimethyl sulfoxide; In water; ethyl acetate; at 60 ℃; for 1h;
74%
With N-Bromosuccinimide; In water; for 1h; Heating;
With bromine; sodium carbonate; In dichloromethane; water;
1-methyl-1H-pyrazole; With bromine; In chloroform; at 20 ℃; for 8h; Heating / reflux;
With sodium hydroxide; In chloroform; water;
With bromine; In dichloromethane; at 10 - 25 ℃; for 2.16667h; Inert atmosphere; Large scale reaction;
With chloroform; bromine;
With N-Bromosuccinimide; In tetrachloromethane;
With sodium anthraquinone-2-sulfonate; trifluoroacetic acid; sodium bromide; In [D3]acetonitrile; water-d2; at 20 ℃; for 4h; regioselective reaction; Irradiation; Sealed tube;
88 %Spectr.
4-bromo-1H-pyrazole
2075-45-8

4-bromo-1H-pyrazole

methyl iodide
74-88-4

methyl iodide

4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

Conditions
Conditions Yield
4-bromo-1H-pyrazole; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;
methyl iodide; In tetrahydrofuran; at 20 ℃; for 2h;
4-bromo-1H-pyrazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;
methyl iodide; at 0 - 20 ℃; for 2h;
4-bromo-1H-pyrazole; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;
methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
4-bromo-1H-pyrazole; With sodium hydride; In N,N-dimethyl-formamide; at 10 ℃; for 0.5h;
methyl iodide; In N,N-dimethyl-formamide; at 30 - 35 ℃; for 2h;
4-bromo-1H-pyrazole
2075-45-8

4-bromo-1H-pyrazole

4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

Conditions
Conditions Yield
In tetrahydrofuran; diethyl ether;
With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;
4-bromo-1H-pyrazole
2075-45-8

4-bromo-1H-pyrazole

methyl bromide
74-83-9

methyl bromide

4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

Conditions
Conditions Yield
With potassium hydroxide; In ethanol; at 78 ℃; for 1.5h;
72%
With potassium carbonate; In ISOPROPYLAMIDE; at 20 ℃; for 20h;
1-methyl-1H-pyrazole-4-carboxylic acid
5952-92-1

1-methyl-1H-pyrazole-4-carboxylic acid

4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

Conditions
Conditions Yield
With potassium phosphate; tetrabuthylammonium tribromide; In acetonitrile; at 100 ℃;
80%
4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

Conditions
Conditions Yield
With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 1.25h; Inert atmosphere;
In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 12h;
4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

n-butyllithium
109-72-8,29786-93-4

n-butyllithium

diethyl ether
60-29-7,927820-24-4

diethyl ether

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

1-methyl-1H-pyrazole-4-carboxylic acid
5952-92-1

1-methyl-1H-pyrazole-4-carboxylic acid

Conditions
Conditions Yield
anschl. mit CO2 bei -70grad;
4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

diethyl ether
60-29-7,927820-24-4

diethyl ether

phenyllithium
591-51-5

phenyllithium

1-methyl-1H-pyrazole
930-36-9

1-methyl-1H-pyrazole

1-methyl-1H-pyrazole-4-carboxylic acid
5952-92-1

1-methyl-1H-pyrazole-4-carboxylic acid

bromobenzene
108-86-1,52753-63-6

bromobenzene

Conditions
Conditions Yield
anschl. mit CO2 bei -70grad;
4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

9-phenanthrenylboronic acid
68572-87-2

9-phenanthrenylboronic acid

1-methyl-4-(phenanthren-9-yl)-1H-pyrazole

1-methyl-4-(phenanthren-9-yl)-1H-pyrazole

Conditions
Conditions Yield
With palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate; In 1,4-dioxane; at 105 ℃; for 18h; Inert atmosphere; Sealed tube;
80%
4-bromo-1-methyl-1H-pyrazole
15803-02-8

4-bromo-1-methyl-1H-pyrazole

4-(t-butyloxycarbonyl)piperazin-2-one
76003-29-7

4-(t-butyloxycarbonyl)piperazin-2-one

tert-butyl 4-(1-methyl-1H-pyrazol-4-yl)-3-oxopiperazine-1-carboxylate
1309081-43-3

tert-butyl 4-(1-methyl-1H-pyrazol-4-yl)-3-oxopiperazine-1-carboxylate

Conditions
Conditions Yield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In toluene; at 110 ℃; for 24h; Inert atmosphere;

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