Ethyl 5-bromo-1H-indole-7-carboxylate

Name: Ethyl 5-bromo-1H-indole-7-carboxylate
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CAS No. 1065181-58-9
Cat. No. CS-W000050
Purity≥95%
MDL No.MFCD21608002

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Ethyl 5-bromo-1H-indole-7-carboxylate|CS-W000050

Structure of 1065181-58-9

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Description

Ethyl 5-bromo-1H-indole-7-carboxylate features a brominated indole core with a strategically positioned ester group, enabling direct incorporation into cross-coupling reactions. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the ethyl ester offers tunable functionality for downstream derivatization. This bench-stable reagent facilitates efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science.

Application

Ethyl 5-bromo-1H-indole-7-carboxylate serves as a versatile building block for the synthesis of substituted indole derivatives. The bromo group at the 5-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports selective transformations. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

General Information

CAS No. 1065181-58-9
Cat. No. CS-W000050
Purity ≥95%
MDL No. MFCD21608002
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₀BrNO₂
Molecular Weight 268.11
Synonym(s) 1H-Indole-7-carboxylic acid, 5-bromo-, ethyl ester
SMILES CCOC(=O)c1cc(Br)cc2cc[nH]c12

Computational Chemistry Data

TPSA 42.09
LogP 3.1071
H_Acceptors 2
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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Ethyl 5-bromo-1H-indole-7-carboxylate

CAS No. 1065181-58-9

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