4-Bromo-1H-indole-3-carboxylic acid

Name: 4-Bromo-1H-indole-3-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 110811-31-9
Cat. No. CS-0097547
Molecule weight240.05
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Bromo-1H-indole-3-carboxylic acid|CS-0097547

Structure of 110811-31-9

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General Information

CAS No. 110811-31-9
Cat. No. CS-0097547
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO₂
Molecular Weight 240.05
Synonym(s) Indole-3-carboxylic acid, 4-bromo
SMILES O=C(C1=CNC2=C1C(Br)=CC=C2)O

Description

4-Bromo-1H-indole-3-carboxylic acid features a brominated indole core with a carboxylic acid group at the 3-position, enabling direct coupling in medicinal chemistry applications. The electron-deficient aromatic system enhances reactivity in cross-coupling and cyclization reactions. This bench-stable derivative offers high functional group tolerance and is well-suited for synthesizing bioactive heterocycles.

Application

4-Bromo-1H-indole-3-carboxylic acid serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromine at the 4-position enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid group facilitates amide formation, esterification, and derivatization under standard conditions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex indole-based scaffolds in API development and target-oriented synthesis.

Synthesis

Route1
- 1182349-06-9
- ~60%
- In-stock
  
  110811-31-9
References
- Urwyler, Stephan; Floersheim, Philipp; Roy, Bernard L.; Koller, Manuel Journal of Medicinal Chemistry, 2009 , vol. 52, # 16 p. 5093 - 5107
Route2
- In-stock
  
  98600-34-1
- ~85%
- In-stock
  
  110811-31-9
References
- Yamada, Fumio; Somei, Masanori Heterocycles, 1987 , vol. 26, # 5 p. 1173 - 1176

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 53.09
LogP 2.6286
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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4-Bromo-1H-indole-3-carboxylic acid

CAS No. 110811-31-9

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