tert-Butyl 5-bromo-1H-indole-3-carboxylate

Name: tert-Butyl 5-bromo-1H-indole-3-carboxylate
Brand: ChemScene
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CAS No. 1033265-51-8
Cat. No. CS-0041115
Molecule weight296.16
Purity≥96%
MDL No.MFCD19441179

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tert-Butyl 5-bromo-1H-indole-3-carboxylate|CS-0041115

Structure of 1033265-51-8

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General Information

CAS No. 1033265-51-8
Cat. No. CS-0041115
Purity ≥96%
MDL No. MFCD19441179
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₄BrNO₂
Molecular Weight 296.16
Synonym(s) 1H-Indole-3-carboxylic acid, 5-broMo-, 1,1-diMethylethyl ester
SMILES O=C(C1=CNC2=C1C=C(Br)C=C2)OC(C)(C)C

Description

tert-Butyl 5-bromo-1H-indole-3-carboxylate features a brominated indole core with a bench-stable tert-butyl ester, enabling direct functionalization at the 5-position. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a key intermediate for bioactive heterocycles in medicinal chemistry.

Application

tert-Butyl 5-bromo-1H-indole-3-carboxylate serves as a versatile building block for the synthesis of brominated indole derivatives, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi transformations. The tert-butyl ester group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its regioselective bromination at the 5-position supports efficient functionalization in medicinal chemistry and heterocyclic scaffold development.

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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Computational Chemistry Data

TPSA 42.09
LogP 3.8857
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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tert-Butyl 5-bromo-1H-indole-3-carboxylate

CAS No. 1033265-51-8

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