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

Name: 5-Bromo-1H-pyrrolo[2,3-b]pyridine-6-carboxylic acid
Brand: ChemScene
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CAS No. 1190322-26-9
Cat. No. CS-0041607
Purity≥96%
MDL No.MFCD12962875

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Bromo-1H-pyrrolo[2,3-b]pyridine-6-carboxylic acid|CS-0041607

Structure of 1190322-26-9

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General Information

CAS No. 1190322-26-9
Cat. No. CS-0041607
Purity ≥96%
MDL No. MFCD12962875
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 5-Bromo-7-azaindole-6-carboxylic acid
SMILES OC(=O)C1=NC2=C(C=CN2)C=C1Br

Description

This pyrrolopyridine carboxylic acid features a brominated heterocycle with a reactive carboxyl group, enabling direct coupling in cross-coupling and amide formation reactions. The electron-deficient aromatic core enhances reactivity in transition-metal catalyzed processes, while the bench-stable structure facilitates handling under standard conditions.

Application

5-Bromo-1H-pyrrolo[2,3-b]pyridine-6-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient late-stage functionalization via Pd-catalyzed cross-coupling. The carboxylic acid group facilitates direct derivatization or amide formation, while the bromo substituent provides a reliable handle for further diversification. Bench-stable and compatible with standard purification methods, it functions effectively in medicinal chemistry campaigns targeting kinase inhibitors and other nitrogen-containing scaffolds.

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

CAS No. 1190322-26-9

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