Methyl 3-formyl-1H-indole-5-carboxylate

Name: Methyl 3-formyl-1H-indole-5-carboxylate
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CAS No. 197506-83-5
Cat. No. CS-W006662
Purity≥97%
MDL No.MFCD00211075

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 3-formyl-1H-indole-5-carboxylate|CS-W006662

Structure of 197506-83-5

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Description

Methyl 3-formyl-1H-indole-5-carboxylate features a dual functional group architecture: an electron-rich indole core paired with a reactive aldehyde at the 3-position and a methyl ester at the 5-position. This arrangement enables direct integration into multicomponent coupling reactions, particularly in transition-metal-catalyzed C–H functionalizations and conjugate additions. The formyl group facilitates nucleophilic attack under mild conditions, while the ester serves as a handle for downstream derivatization. The molecule exhibits bench-stable behavior and is compatible with standard synthetic protocols in medicinal chemistry and natural product synthesis.

Application

Methyl 3-formyl-1H-indole-5-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to biologically relevant indole scaffolds. The orthogonal formyl and ester functionalities facilitate sequential transformations—such as reductive amination, Wittig reactions, and coupling protocols—while maintaining stability under standard bench conditions. Its utility is well-documented in the construction of heterocyclic libraries and API intermediates requiring precise functional group positioning.

General Information

CAS No. 197506-83-5
Cat. No. CS-W006662
Purity ≥97%
MDL No. MFCD00211075
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-5-CARBOXYLATE
SMILES O=C(C1=CC2=C(NC=C2C=O)C=C1)OC

Computational Chemistry Data

TPSA 59.16
LogP 1.767
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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-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-5-carboxylate

CAS No. 197506-83-5

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