ChemicalBook > CAS DataBase List > Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate

Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate

Product Name
Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate
CAS No.
105486-72-4
Chemical Name
Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate
Synonyms
Ethyl 5-bromo-1-methyl-1h-pyrazole-4-formate;ethyl 5-bromo-1-methyl-pyrazole-4-carboxylate;Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate;5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester;1H-PYRAZOLE-4-CARBOXYLIC ACID, 5-BROMO-1-METHYL-, ETHYL ESTER;5-bromo-1-methyl-1H-Pyrazole-4-carboxylic acid ethyl ester (9CI ACI);1H-Pyrazole-4-carboxylic acid, 5-bromo-1-methyl-, ethyl ester (9CI, ACI)
CBNumber
CB52471504
Molecular Formula
C7H9BrN2O2
Formula Weight
233.06
MOL File
105486-72-4.mol
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Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate Property

Boiling point:
290.7±20.0 °C(Predicted)
Density 
1.58±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
-1.13±0.10(Predicted)
Appearance
White to yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

AK Scientific
Product number
1249AA
Product name
Ethyl5-bromo-1-methyl-1H-pyrazole-4-carboxylate
Packaging
1g
Price
$284
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0368923
Product name
ETHYL-5-BROMO-1-METHYL-1H-PYRAZOLE-4-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$500.6
Updated
2021/12/16
Ambeed
Product number
A155081
Product name
Ethyl5-bromo-1-methyl-1H-pyrazole-4-carboxylate
Purity
95%
Packaging
100mg
Price
$21
Updated
2021/12/16
Ambeed
Product number
A155081
Product name
Ethyl5-bromo-1-methyl-1H-pyrazole-4-carboxylate
Purity
95%
Packaging
250mg
Price
$37
Updated
2021/12/16
Chemenu
Product number
CM188513
Product name
ethyl5-bromo-1-methyl-1H-pyrazole-4-carboxylate
Purity
95+%
Packaging
100mg
Price
$56
Updated
2021/12/16
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Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate Chemical Properties,Usage,Production

Synthesis

31037-02-2

105486-72-4

General procedure for the synthesis of ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate from ethyl 5-amino-1-methylpyrazole-4-carboxylate: Intermediate 1: (5-bromo-1-methyl-1H-pyrazol-4-yl)-(octahydro-quinolin-1-yl)methanone; Step 1: To a mixed solution containing tert-butyl nitrite (29.5 mL, 221.5 mmol), copper bromide (39.7 g, 177.5 mmol), and acetonitrile, ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (25 g, 148 mmol) was slowly added over a 30-minute period. The reaction mixture was stirred at room temperature for 2 hours, followed by warming up to 65 °C and continued stirring for 1 hour. After completion of the reaction, the mixture was poured into 6N HCl (400 mL) and extracted with dichloromethane. The organic phase was concentrated in vacuum and the resulting crude product was purified by fast chromatography using a 0-20% ethyl acetate/hexane gradient elution to give ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate (28 g, 81% yield).

References

[1] Patent: US2006/223852, 2006, A1. Location in patent: Page/Page column 10
[2] Patent: WO2013/189904, 2013, A1. Location in patent: Page/Page column 49
[3] Patent: US2012/214791, 2012, A1. Location in patent: Page/Page column 23
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 3, p. 1001 - 1018

Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate Suppliers

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105486-72-4, Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylateRelated Search:


  • Ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate
  • 5-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester
  • 1H-PYRAZOLE-4-CARBOXYLIC ACID, 5-BROMO-1-METHYL-, ETHYL ESTER
  • Ethyl 5-bromo-1-methyl-1h-pyrazole-4-formate
  • ethyl 5-bromo-1-methyl-pyrazole-4-carboxylate
  • 1H-Pyrazole-4-carboxylic acid, 5-bromo-1-methyl-, ethyl ester (9CI, ACI)
  • 5-bromo-1-methyl-1H-Pyrazole-4-carboxylic acid ethyl ester (9CI ACI)
  • 105486-72-4