Methyl 6-bromo-1H-indole-3-carboxylate

Name: Methyl 6-bromo-1H-indole-3-carboxylate
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CAS No. 868656-97-7
Cat. No. CS-0045068
Purity≥96%
MDL No.MFCD09836005

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Methyl 6-bromo-1H-indole-3-carboxylate|CS-0045068

Structure of 868656-97-7

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Description

Methyl 6-bromo-1H-indole-3-carboxylate features a brominated indole core with a methyl ester at the 3-position, enabling direct coupling in cross-coupling reactions. The electron-deficient aromatic system supports efficient Pd-catalyzed transformations, while the bench-stable ester group facilitates straightforward derivatization. This compound serves as a key intermediate for bioactive heterocycles and functional materials.

Application

Methyl 6-bromo-1H-indole-3-carboxylate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromo group at the C6 position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective reduction or hydrolysis to access carboxylic acid derivatives. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing indole-based scaffolds in API development and drug discovery workflows.

General Information

CAS No. 868656-97-7
Cat. No. CS-0045068
Purity ≥96%
MDL No. MFCD09836005
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO₂
Molecular Weight 254.08
Synonym(s) None
SMILES O=C(C1=CNC2=C1C=CC(Br)=C2)OC

Computational Chemistry Data

TPSA 42.09
LogP 2.717
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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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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 Indole compounds

Key Words

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Methyl 6-bromo-1H-indole-3-carboxylate

CAS No. 868656-97-7

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