Methyl 4-methyl-1H-indole-3-carboxylate

Name: Methyl 4-methyl-1H-indole-3-carboxylate
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CAS No. 858515-77-2
Cat. No. CS-0148700
Purity≥98%
MDL No.MFCD09841614

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Methyl 4-methyl-1H-indole-3-carboxylate|CS-0148700

Structure of 858515-77-2

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Description

Methyl 4-methyl-1H-indole-3-carboxylate features a sterically hindered indole core with a methyl-substituted C4 position and a carboxylate ester at C3. This configuration enhances stability and solubility in organic solvents, enabling efficient incorporation into synthetic routes for bioactive heterocycles and pharmaceutical intermediates.

Application

Methyl 4-methyl-1H-indole-3-carboxylate serves as a versatile building block in medicinal chemistry and natural product synthesis, enabling efficient access to indole-based scaffolds. The methyl ester group facilitates downstream transformations such as hydrolysis, reduction, or coupling reactions, while the 4-methyl substituent enhances metabolic stability and modulates electronic properties. This compound exhibits good bench stability and is compatible with standard cross-coupling and functionalization protocols, making it valuable for constructing complex heterocyclic architectures.

General Information

CAS No. 858515-77-2
Cat. No. CS-0148700
Purity ≥98%
MDL No. MFCD09841614
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₁NO₂
Molecular Weight 189.21
Synonym(s) 4-Methyl-1H-indole-3-Carbocylic acid methyl ester
SMILES O=C(C1=CNC2=C1C(C)=CC=C2)OC

Computational Chemistry Data

TPSA 42.09
LogP 2.26292
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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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Methyl 4-methyl-1H-indole-3-carboxylate

CAS No. 858515-77-2

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