ChemicalBook > CAS DataBase List > METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE

METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE

Product Name
METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE
CAS No.
1196-90-3
Chemical Name
METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE
Synonyms
Methyl 4-bromo-N-methyl-2-pyrrolecarboxylate;Methyl 4-bromo-1-methylpyrrole-2-carboxylate;Methyl 4-broMo-1-Methyl-1H-pyrrole-2-carboxyl;4-Bromo-2-(methoxycarbonyl)-1-methyl-1H-pyrrole;METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE;Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate, ≥95%;1H-Pyrrole-2-carboxylic acid, 4-bromo-1-methyl-, methyl ester;methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate(SALTDATA: FREE)
CBNumber
CB9404456
Molecular Formula
C7H8BrNO2
Formula Weight
218.05
MOL File
1196-90-3.mol
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METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE Property

Melting point:
63-65°C
Boiling point:
263.1±20.0 °C(Predicted)
Density 
1.53±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
form 
solid
pka
-10.16±0.70(Predicted)
color 
Brown
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
22
HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
ANV00082
Product name
Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate
Purity
AldrichCPR
Packaging
1G
Price
$259
Updated
2025/07/31
Sigma-Aldrich
Product number
902861
Product name
Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate
Packaging
1G
Price
$153
Updated
2023/06/20
TRC
Product number
M296368
Product name
Methyl4-bromo-1-methylpyrrole-2-carboxylate
Packaging
250mg
Price
$55
Updated
2021/12/16
Matrix Scientific
Product number
042890
Product name
Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate
Purity
>95%
Packaging
1g
Price
$92
Updated
2021/12/16
Apolloscientific
Product number
OR15346
Product name
Methyl4-bromo-1-methyl-1H-pyrrole-2-carboxylate
Packaging
1g
Price
$167
Updated
2021/12/16
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METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE Chemical Properties,Usage,Production

Synthesis

124-41-4

184643-69-4

1196-90-3

To a stirred solution of 1-(4-bromo-1-methyl-1H-pyrrol-2-yl)-2,2,2-trichloroacetophenone (3.28 g, 10.74 mmol, 1 eq.) in anhydrous MeOH (30 mL) was slowly added sodium methanol solution (0.5 mL) using a syringe. Sodium methanol solution was prepared from 60% NaH in mineral oil (43 mg, 1.07 mmol, 0.1 equiv) and was pre-washed with hexane. The reaction mixture was heated to reflux for 30 min until TLC analysis showed complete consumption of the feedstock. Subsequently, a few drops of concentrated H2SO4 were added to the reaction solution to neutralize the base (pH 2). Excess MeOH was removed by vacuum evaporation and the resulting oil was redissolved in EtOAc (50 mL) and washed with deionized water (40 mL). The aqueous layer was back-extracted with EtOAc (3 x 40 mL), and the organic phases were combined, dried with anhydrous MgSO4, filtered and concentrated in vacuum to afford methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate as a light white solid (2.28 g, 97% yield). The product was confirmed by IR, 1H-NMR, 13C-NMR and EIMS characterization.

References

[1] Patent: WO2013/164592, 2013, A1. Location in patent: Page/Page column 50
[2] Patent: WO2013/164593, 2013, A1. Location in patent: Page/Page column 42
[3] Journal of Organic Chemistry, 2004, vol. 69, # 23, p. 8151 - 8153
[4] Tetrahedron Letters, 1996, vol. 37, # 43, p. 7801 - 7804
[5] European Journal of Medicinal Chemistry, 2016, vol. 117, p. 47 - 58

METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE Suppliers

J & K SCIENTIFIC LTD.
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View Lastest Price from METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE manufacturers

Career Henan Chemical Co
Product
METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE 1196-90-3
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-14

1196-90-3, METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATERelated Search:


  • METHYL 4-BROMO-1-METHYL-1H-PYRROLE-2-CARBOXYLATE
  • Methyl 4-bromo-1-methylpyrrole-2-carboxylate
  • methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate(SALTDATA: FREE)
  • Methyl 4-broMo-1-Methyl-1H-pyrrole-2-carboxyl
  • 4-Bromo-2-(methoxycarbonyl)-1-methyl-1H-pyrrole
  • Methyl 4-bromo-N-methyl-2-pyrrolecarboxylate
  • 1H-Pyrrole-2-carboxylic acid, 4-bromo-1-methyl-, methyl ester
  • Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate, ≥95%
  • 1196-90-3
  • Esters
  • Pyrroles & Indoles
  • Pyrroles & Indoles