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

Name: Methyl 3-formyl-1H-indole-4-carboxylate
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CAS No. 53462-88-7
Cat. No. CS-0036846
Purity≥95%
MDL No.MFCD06656838

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Methyl 3-formyl-1H-indole-4-carboxylate|CS-0036846

Structure of 53462-88-7

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Description

Methyl 3-formyl-1H-indole-4-carboxylate features a fused indole core with strategically positioned formyl and ester groups, enabling direct functionalization in heterocyclic synthesis. The electron-deficient formyl moiety facilitates nucleophilic addition, while the bench-stable ester supports downstream derivatization under standard conditions. This compound serves as a key intermediate in medicinal chemistry and materials science applications.

Application

Methyl 3-formyl-1H-indole-4-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to biologically relevant indole derivatives. The molecule combines an electrophilic formyl group at the 3-position with a methyl ester at the 4-position, allowing for selective functionalization via nucleophilic addition, reductive amination, or coupling reactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate straightforward purification and integration into multi-step syntheses of heterocyclic scaffolds and pharmaceutical intermediates.

General Information

CAS No. 53462-88-7
Cat. No. CS-0036846
Purity ≥95%
MDL No. MFCD06656838
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉NO₃
Molecular Weight 203.19
Synonym(s) Methyl-3-Formylindole-4-carboxylate
SMILES COC(=O)C1=C2C(=CNC2=CC=C1)C=O

Computational Chemistry Data

TPSA 59.16
LogP 1.767
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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-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

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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

CAS No. 53462-88-7

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