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

  • CAS No. 1000341-67-2

  • Cat. No. CS-0120979
  • Molecule weight196.59
  • Purity≥97%
  • MDL No.None

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

6-Chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid|CS-0120979

Structure of 1000341-67-2

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General Information

  • CAS No. 1000341-67-2
  • Cat. No. CS-0120979
  • Purity ≥97%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClN₂O₂
  • Molecular Weight 196.59
  • Synonym(s) 6-CHLORO-5-AZAINDOLE-3-CARBOXYLIC ACID
  • SMILES O=C(C1=CNC2=C1C=NC(Cl)=C2)O

Description

6-Chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid features a rigid, electron-deficient heterocyclic core paired with a carboxylic acid group, enabling direct incorporation into bioactive scaffolds. This bench-stable, moisture-tolerant building block facilitates efficient coupling reactions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Application

6-Chloro-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. The carboxylic acid functionality facilitates direct coupling reactions and derivatization, while the chloro substituent provides a handle for palladium-catalyzed cross-coupling. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis and API development workflows.

Synthesis

  • Route1
    • 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

    • FENG, Yangbo; CHEN, Yen Ting; SESSIONS, Hampton; MISHRA, Jitendra K.; CHOWDHURY, Sarwat; YIN, Yan; LOGRASSO, Philip; LUO, Jun-Li; BANNISTER, Thomas; SCHROETER, Thomas Patent: WO2011/50245 A1, 2011 ; Location in patent: Page/Page column 146 ; WO 2011/050245 A1
  • Route2

    References

    • FENG, Yangbo; CHEN, Yen Ting; SESSIONS, Hampton; MISHRA, Jitendra K.; CHOWDHURY, Sarwat; YIN, Yan; LOGRASSO, Philip; LUO, Jun-Li; BANNISTER, Thomas; SCHROETER, Thomas Patent: WO2011/50245 A1, 2011 ; 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-P280-P302+P352

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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