Ethyl 7-chloro-1H-indole-2-carboxylate

Name: Ethyl 7-chloro-1H-indole-2-carboxylate
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CAS No. 43142-64-9
Cat. No. CS-0041986
Purity≥97%
MDL No.None

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Ethyl 7-chloro-1H-indole-2-carboxylate|CS-0041986

Structure of 43142-64-9

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General Information

CAS No. 43142-64-9
Cat. No. CS-0041986
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₀ClNO₂
Molecular Weight 223.66
Synonym(s) None
SMILES O=C(C(N1)=CC2=C1C(Cl)=CC=C2)OCC

Description

Ethyl 7-chloro-1H-indole-2-carboxylate features a chlorinated indole core with a carboxylate ester at the C2 position, offering enhanced electron deficiency and stability. This scaffold integrates readily into synthetic routes targeting biologically active heterocycles, particularly in medicinal chemistry applications requiring robust, moisture-tolerant intermediates.

Application

Ethyl 7-chloro-1H-indole-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C7 position of the indole scaffold. The electron-withdrawing chlorine substituent enhances electrophilicity at C3 and C6, facilitating subsequent cross-coupling reactions. Its ester group allows for controlled hydrolysis or derivatization, supporting access to diverse indole-based intermediates. Bench-stable and readily purified by column chromatography, it functions effectively in standard synthetic workflows involving Pd-catalyzed couplings, nucleophilic substitutions, and heterocycle elaboration.

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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Computational Chemistry Data

TPSA 42.09
LogP 2.998
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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Ethyl 7-chloro-1H-indole-2-carboxylate

CAS No. 43142-64-9

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