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5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

  • CAS No. 800401-68-7

  • Cat. No. CS-0042991
  • Molecule weight196.59
  • Purity≥98%
  • MDL No.MFCD09878688

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

5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid|CS-0042991

Structure of 800401-68-7

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General Information

  • CAS No. 800401-68-7
  • Cat. No. CS-0042991
  • Purity ≥98%
  • MDL No. MFCD09878688
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O₂
  • Molecular Weight 196.59
  • Synonym(s) 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylicacid
  • SMILES O=C(C(N1)=CC2=C1C=NC(Cl)=C2)O

Description

5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid features a fused heterocyclic core with a chlorine substituent at the 5-position and a carboxylic acid group at the 2-position. This configuration enables direct incorporation into bioactive scaffolds, particularly in kinase inhibitor design and medicinal chemistry campaigns requiring electron-deficient aromatic systems with enhanced metabolic stability.

Application

5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid serves as a versatile building block for heterocyclic scaffolds in medicinal chemistry. Its carboxylic acid functionality enables direct derivatization via amide coupling or esterification, while the chloro and pyrrolopyridine core offer defined reactivity for Suzuki-Miyaura and Buchwald-Hartwig couplings. Bench-stable and readily purified by recrystallization, it functions efficiently in standard synthetic workflows targeting kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1
    • Pyruvic acid, ≥97%|CS-1268663
      127-17-3
    • In-stock
      6-Chloro-4-iodopyridin-3-amine|CS-0041406
      351227-42-4
    • ~%
    • In-stock
      5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid|CS-0042991
      800401-68-7

    References

    • WO2004/104001 A2, ; Page 36 ; WO 2004/104001 A2
  • Route2

    References

    • WO2004/104001 A2, ; Page 35-36 ; WO 2004/104001 A2

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   1.9145
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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