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METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE

CAS No.
16420-39-6
Chemical Name:
METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE
Synonyms
Vonoprazan Impurity 217;Methyl 5-Bromo-3-pyrrolecarboxylate;5-Bromo-3-(methoxycarbonyl)-1H-pyrrole;2-Bromo-4-(methoxycarbonyl)-1H-pyrrole;METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE;Methyl 5-bromo-1H-pyrrole-3-carboxylate 97+%;5-broMo-pyrrole-3-carboxylic acid Methyl ester;1H-Pyrrole-3-carboxylic acid, 5-bromo-, methyl ester
CBNumber:
CB42451637
Molecular Formula:
C6H6BrNO2
Molecular Weight:
204.02
MDL Number:
MFCD09841652
MOL File:
16420-39-6.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:41
Product description Number Pack Size Price
methyl5-bromo-1H-pyrrole-3-carboxylate M295343 10mg $45
methyl5-bromo-1H-pyrrole-3-carboxylate M295343 50mg $110
Methyl 5-bromo-1H-pyrrole-3-carboxylate 95+% 119492 250mg $179
Methyl 5-bromo-1H-pyrrole-3-carboxylate 95+% 119492 1g $395
Methyl5-bromo-1H-pyrrole-3-carboxylate 8344AA 1g $262
More product size

METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE Properties

storage temp. Sealed in dry,Store in freezer, under -20°C
form solid
color Off-white

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
HS Code  2933998090

METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC M295343 methyl5-bromo-1H-pyrrole-3-carboxylate 16420-39-6 10mg $45 2021-12-16 Buy
TRC M295343 methyl5-bromo-1H-pyrrole-3-carboxylate 16420-39-6 50mg $110 2021-12-16 Buy
Matrix Scientific 119492 Methyl 5-bromo-1H-pyrrole-3-carboxylate 95+% 16420-39-6 250mg $179 2021-12-16 Buy
Matrix Scientific 119492 Methyl 5-bromo-1H-pyrrole-3-carboxylate 95+% 16420-39-6 1g $395 2021-12-16 Buy
AK Scientific 8344AA Methyl5-bromo-1H-pyrrole-3-carboxylate 16420-39-6 1g $262 2021-12-16 Buy
Product number Packaging Price Buy
M295343 10mg $45 Buy
M295343 50mg $110 Buy
119492 250mg $179 Buy
119492 1g $395 Buy
8344AA 1g $262 Buy

METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE Chemical Properties,Uses,Production

Uses

methyl 5-bromo-1H-pyrrole-3-carboxylate is a useful research chemical.

Synthesis

Methyl 1H-pyrrole-3-carboxylate

2703-17-5

METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE

16420-39-6

General procedure for the synthesis of methyl 5-bromo-3-pyrrolecarboxylate from methyl 3-pyrrolecarboxylate: Referring to the literature method (Example 22, Synthesis of methyl 5-bromo-1H-pyrrole-3-carboxylate); dissolve methyl 1H-pyrrole-3-carboxylate (3.06 g) in tetrahydrofuran (30 mL) and cool to -78°C. Under stirring, N-bromosuccinimide (4.38 g) and pyridine (3 drops) were added sequentially. The reaction mixture was kept stirred at -78 °C for 1 hour. After completion of the reaction, water was added to the mixture and extracted with ethyl acetate. The organic layers were combined and washed sequentially with saturated aqueous sodium bicarbonate, water and saturated saline. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=5:1) to afford methyl 5-bromo-3-pyrrolecarboxylate (3.08 g, 62% yield) as a pale yellow solid. The structure of the product was confirmed by 1H-NMR (CDCl3): δ 3.81 (3H, s), 6.58 (1H, m), 7.36 (1H, m), 8.60 (1H, brs).

References

[1] Patent: US2007/60623, 2007, A1. Location in patent: Page/Page column 23
[2] Patent: WO2006/36024, 2006, A1. Location in patent: Page/Page column 116; 286
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 12, p. 3925 - 3938
[4] Patent: EP2336107, 2015, B1. Location in patent: Paragraph 0214
[5] Patent: EP1803709, 2007, A1

METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE Preparation Products And Raw materials

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METHYL 5-BROMO-1H-PYRROLE-3-CARBOXYLATE Methyl 5-Bromo-3-pyrrolecarboxylate 5-Bromo-3-(methoxycarbonyl)-1H-pyrrole 5-broMo-pyrrole-3-carboxylic acid Methyl ester Methyl 5-bromo-1H-pyrrole-3-carboxylate 97+% 2-Bromo-4-(methoxycarbonyl)-1H-pyrrole 1H-Pyrrole-3-carboxylic acid, 5-bromo-, methyl ester Vonoprazan Impurity 217 16420-39-6