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CS-W001157 4
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6-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid

  • CAS No. 800401-54-1

  • Cat. No. CS-B1081
  • Molecule weight196.59
  • Purity≥96%
  • MDL No.MFCD09878691

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

6-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid|CS-B1081

Structure of 800401-54-1

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General Information

  • CAS No. 800401-54-1
  • Cat. No. CS-B1081
  • Purity ≥96%
  • MDL No. MFCD09878691
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O₂
  • Molecular Weight 196.59
  • Synonym(s) None
  • SMILES O=C(C(N1)=CC2=C1C=C(Cl)N=C2)O

Description

6-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid features a fused heterocyclic core with a chlorine substituent at the 6-position and a carboxylic acid group at C2, delivering enhanced electron-withdrawing character. This scaffold enables direct incorporation into bioactive molecules, particularly in kinase inhibitors and medicinal chemistry libraries. The compound exhibits good solubility in polar solvents and stability under standard bench conditions, facilitating use in multi-step synthesis workflows.

Application

6-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds through standard coupling and functionalization reactions. Its well-defined reactivity profile supports direct derivatization at the carboxylic acid group and electrophilic substitution at the C6 position, facilitating rapid analog generation. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it suitable for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • In-stock
      2-Chloro-5-iodo-4-pyridinamine|CS-W000564
      800402-12-4
    • Pyruvic acid, ≥97%|CS-1268663
      127-17-3
    • ~%
    • In-stock
      6-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid|CS-B1081
      800401-54-1

    References

    • WO2004/104001 A2, ; Page 75 ; WO 2004/104001 A2
  • Route2
    • 2-Chloro-5-((trimethylsilyl)ethynyl)pyridin-4-amine|CS-0444321
      1296201-72-3
    • null|null
      76-05-1
    • ~%
    • In-stock
      6-Chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid|CS-B1081
      800401-54-1
    • In-stock
      6-Chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid|CS-0120979
      1000341-67-2

    References

    • WO2011/50245 A1, ; Page/Page column 146 ; WO 2011/050245 A1
  • Route3

    References

    • WO2011/50245 A1, ; WO 2011/050245 A1

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

Quality Control

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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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