Methyl 5-bromo-1H-pyrrole-2-carboxylate

Name: Methyl 5-bromo-1H-pyrrole-2-carboxylate
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CAS No. 934-07-6
Cat. No. CS-W006646
Purity≥95%
MDL No.MFCD09801030

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FedEx Limited Quantities Ground	$0.00
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Methyl 5-bromo-1H-pyrrole-2-carboxylate|CS-W006646

Structure of 934-07-6

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Description

Methyl 5-bromo-1H-pyrrole-2-carboxylate features a brominated pyrrole core with a methyl ester at the C2 position, enabling direct functionalization in cross-coupling reactions. The electron-deficient pyrrole ring facilitates palladium-catalyzed transformations, while the bench-stable ester group supports straightforward derivatization. This compound serves as a key intermediate in synthesizing bioactive heterocycles and pharmaceutical scaffolds.

Application

Methyl 5-bromo-1H-pyrrole-2-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the C5 position. The bromine moiety exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the methyl ester group allows for selective reduction or hydrolysis. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for medicinal chemistry applications and modular scaffold construction.

General Information

CAS No. 934-07-6
Cat. No. CS-W006646
Purity ≥95%
MDL No. MFCD09801030
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO₂
Molecular Weight 204.02
Synonym(s) None
SMILES COC(C(N1)=CC=C1Br)=O

Computational Chemistry Data

TPSA 42.09
LogP 1.5638
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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Methyl 5-bromo-1H-pyrrole-2-carboxylate

CAS No. 934-07-6

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