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ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate

Product Name
ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate
CAS No.
139308-52-4
Chemical Name
ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate
Synonyms
ethyl 3-bromo-1-methyl-pyrazole-4-carboxylate;ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate;3-Bromo-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester;1H-Pyrazole-4-carboxylic acid, 3-bromo-1-methyl-, ethyl ester
CBNumber
CB13376860
Molecular Formula
C7H9BrN2O2
Formula Weight
233.06
MOL File
139308-52-4.mol
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ethyl 3-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
-2.40±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Ambeed
Product number
A211611
Product name
Ethyl3-bromo-1-methyl-1H-pyrazole-4-carboxylate
Purity
95%
Packaging
100mg
Price
$103
Updated
2021/12/16
Ambeed
Product number
A211611
Product name
Ethyl3-bromo-1-methyl-1H-pyrazole-4-carboxylate
Purity
95%
Packaging
250mg
Price
$177
Updated
2021/12/16
Crysdot
Product number
CD11266479
Product name
Ethyl3-bromo-1-methyl-1H-pyrazole-4-carboxylate
Purity
95%
Packaging
250mg
Price
$248
Updated
2021/12/16
Chemcia Scientific
Product number
BB20-8560
Product name
3-Bromo-1-methyl-1H-pyrazole-4-carboxylicacidethylester
Purity
>95%
Packaging
1g
Price
$300
Updated
2021/12/16
Ambeed
Product number
A211611
Product name
Ethyl3-bromo-1-methyl-1H-pyrazole-4-carboxylate
Purity
95%
Packaging
1g
Price
$376
Updated
2021/12/16
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ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate Chemical Properties,Usage,Production

Synthesis

1353100-91-0

74-88-4

105486-72-4

139308-52-4

To a solution of ethyl 3-bromopyrazole-4-carboxylate (5.6 g, 25.57 mmol) in DMF (200 ml) was added iodomethane (14.52 g, 102.28 mmol, 6.37 ml) and cesium carbonate (33.32 g, 102.28 mmol). The reaction mixture was stirred at 25°C for 12 hours. After completion of the reaction, the mixture was diluted with deionized water (1000 ml) and extracted with ethyl acetate (500 ml). The organic layer was subsequently washed with saturated brine (500 ml x 3), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was initially purified (4 g) by preparative HPLC (alkaline conditions). Further purification by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 10/1 to 5:1) afforded ethyl 5-bromo-1-methyl-1H-pyrazole-4-carboxylate (1 g, yield: 16.8%) and ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate (2 g, yield: 33.6%), both as white solid.

References

[1] Patent: WO2018/64119, 2018, A1. Location in patent: Paragraph 0506; 0936

ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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