6-Bromo-3-methyl-1H-indole-2-carboxylic acid

Name: 6-Bromo-3-methyl-1H-indole-2-carboxylic acid
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CAS No. 1780710-91-9
Cat. No. CS-0570557
Molecule weight254.08
Purity≥96%
MDL No.None

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6-Bromo-3-methyl-1H-indole-2-carboxylic acid|CS-0570557

Structure of 1780710-91-9

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General Information

CAS No. 1780710-91-9
Cat. No. CS-0570557
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO₂
Molecular Weight 254.08
Synonym(s) None
SMILES CC1=C(NC2=C1C=CC(=C2)Br)C(=O)O

Description

6-Bromo-3-methyl-1H-indole-2-carboxylic acid features a brominated indole core with a methyl group at the 3-position and a carboxylic acid at C2, enabling direct coupling in cross-coupling reactions. The electron-deficient aryl moiety enhances reactivity in Pd-catalyzed transformations. This bench-stable derivative serves as a key scaffold for bioactive molecule synthesis.

Application

6-Bromo-3-methyl-1H-indole-2-carboxylic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid facilitates amide formation and derivatization. The methyl substituent enhances metabolic stability and modulates electronic properties. This compound exhibits good bench stability and is compatible with standard purification methods, making it ideal for constructing complex indole-based scaffolds in API development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

TPSA 53.09
LogP 2.93702
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-Bromo-3-methyl-1H-indole-2-carboxylic acid

CAS No. 1780710-91-9

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