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CS-W001157 4
Total: USD 88.00

7-Chloro-1H-pyrazolo[3,4-c]pyridine

  • CAS No. 76006-11-6

  • Cat. No. CS-W000394
  • Purity≥98%
  • MDL No.MFCD09265710

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

7-Chloro-1H-pyrazolo[3,4-c]pyridine|CS-W000394

Structure of 76006-11-6

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General Information

  • CAS No. 76006-11-6
  • Cat. No. CS-W000394
  • Purity ≥98%
  • MDL No. MFCD09265710
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight None
  • Synonym(s) o[3,4-c]pyridine
  • SMILES ClC1=NC=CC2=C1NN=C2

Description

7-Chloro-1H-pyrazolo[3,4-c]pyridine is a heterocyclic scaffold featuring a chlorinated pyrazolopyridine core, offering enhanced electron deficiency and improved metabolic stability. This structural motif integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds, serving as a robust building block for bioactive molecule development under standard conditions.

Application

7-Chloro-1H-pyrazolo[3,4-c]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient construction of bioactive scaffolds. Its electrophilic chlorine at the 7-position facilitates palladium-catalyzed cross-coupling reactions and nucleophilic substitution, offering predictable regioselectivity. The core structure exhibits excellent bench stability and compatibility with common protecting groups, supporting straightforward purification and integration into multi-step syntheses of kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 2398 - 2404
  • Route2
    • N-(2-chloro-4-methylpyridin-3-yl)acetamide|CS-0455564
      76006-00-3
    • ~81%
    • In-stock
      7-Chloro-1H-pyrazolo[3,4-c]pyridine|CS-W000394
      76006-11-6

    References

    • Kourafalos, Vassilios N.; Marakos, Panagiotis; Pouli, Nicole; Terzis, Aris; Townsend, Leroy B. Heterocycles, 2002 , vol. 57, # 12 p. 2335 - 2343
  • Route3
    • null|null
      76006-12-7
    • ~71%
    • In-stock
      7-Chloro-1H-pyrazolo[3,4-c]pyridine|CS-W000394
      76006-11-6

    References

    • Chapman, David; Hurst, Jim Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2398 - 2404

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   1.6113
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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