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

  • CAS No. 1222175-20-3

  • Cat. No. CS-0050645
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

5-Bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid|CS-0050645

Structure of 1222175-20-3

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General Information

  • CAS No. 1222175-20-3
  • Cat. No. CS-0050645
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O₂
  • Molecular Weight 241.04
  • Synonym(s) 6-BroMo-7-zazindole-2-carboxylic acid
  • SMILES OC(=O)C1=CC2=CC(Br)=CN=C2N1

Description

This pyrrolopyridine carboxylic acid features a brominated heterocyclic core that enables direct coupling in cross-coupling reactions. The carboxylic acid group provides a handle for amide formation and conjugation, while the electron-deficient ring facilitates transition-metal catalyzed transformations. Bench-stable and moisture-tolerant, it serves as a key building block in medicinal chemistry and materials science.

Application

5-Bromo-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its bromo and carboxylic acid functionalities. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate efficient synthesis of pharmaceutical intermediates and advanced scaffolds in medicinal chemistry workflows.

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   65.98
  • LogP   2.0236
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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