Methyl 2-methyl-1H-indole-4-carboxylate

Name: Methyl 2-methyl-1H-indole-4-carboxylate
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CAS No. 34058-51-0
Cat. No. CS-0049161
Purity≥96%
MDL No.None

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Methyl 2-methyl-1H-indole-4-carboxylate|CS-0049161

Structure of 34058-51-0

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Description

Methyl 2-methyl-1H-indole-4-carboxylate features a sterically hindered indole core with a strategically positioned methyl group at the 2-position, enhancing stability and modulating electronic properties. The ester functionality enables direct incorporation into Suzuki-Miyaura coupling reactions or derivatization under mild conditions. This compound serves as a key scaffold for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active agents.

Application

Methyl 2-methyl-1H-indole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C4 position via cross-coupling and electrophilic substitution. The methyl group at C2 enhances regioselectivity, while the ester functionality offers straightforward derivatization. Bench-stable and compatible with standard purification methods, it facilitates efficient access to indole-based scaffolds relevant to medicinal chemistry and materials science.

General Information

CAS No. 34058-51-0
Cat. No. CS-0049161
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₁NO₂
Molecular Weight 189.21
Synonym(s) 2-Methyl-1H-indole-4-carboxylic acid Methyl ester
SMILES COC(=O)C1=CC=CC2=C1C=C(C)N2

Computational Chemistry Data

TPSA 42.09
LogP 2.26292
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

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

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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Methyl 2-methyl-1H-indole-4-carboxylate

CAS No. 34058-51-0

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