6-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

Name: 6-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid
Brand: ChemScene
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CAS No. 1190321-20-0
Cat. No. CS-0198872
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
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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6-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid|CS-0198872

Structure of 1190321-20-0

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General Information

CAS No. 1190321-20-0
Cat. No. CS-0198872
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 6-BroMo-7-azaindole-3-carboxylic acid
SMILES O=C(C1=CNC2=NC(Br)=CC=C21)O

Description

6-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid features a fused heterocyclic core with a bromo substituent at the 6-position and a carboxylic acid group at the 3-position, enabling direct coupling or derivatization. This configuration imparts enhanced reactivity for C–C and C–heteroatom bond formation in medicinal chemistry and materials synthesis. The molecule exhibits bench-stable handling characteristics and compatibility with standard cross-coupling protocols under mild conditions.

Application

6-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid serves as a versatile building block for constructing bioactive heterocycles in medicinal chemistry. The molecule combines a brominated pyrrolopyridine core with a carboxylic acid handle, enabling direct coupling reactions and derivatization via amide formation or esterification. Its bench-stable nature and compatibility with Suzuki-Miyaura and Buchwald-Hartwig cross-couplings facilitate rapid access to functionalized analogs. This compound functions as a key intermediate in the synthesis of kinase inhibitors and other pharmaceutical scaffolds requiring fused nitrogen heterocycles.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 65.98
LogP 2.0236
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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6-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

CAS No. 1190321-20-0

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