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6-Chloro-1H-[1,2,3]triazolo[4,5-b]pyridine

  • CAS No. 408314-14-7

  • Cat. No. CS-0105029
  • Purity≥97%
  • MDL No.MFCD08669468

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

6-Chloro-1H-[1,2,3]triazolo[4,5-b]pyridine|CS-0105029

Structure of 408314-14-7

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General Information

  • CAS No. 408314-14-7
  • Cat. No. CS-0105029
  • Purity ≥97%
  • MDL No. MFCD08669468
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₄
  • Molecular Weight 154.56
  • Synonym(s) 6-chloro-3H-[1,2,3]triazolo[4,5-b]pyridine
  • SMILES ClC1=CN=C(N=NN2)C2=C1

Description

6-Chloro-1H-[1,2,3]triazolo[4,5-b]pyridine is a bench-stable heterocyclic scaffold featuring a chlorinated triazolopyridine core. This electron-deficient system enables efficient coupling in transition-metal-catalyzed reactions and serves as a robust building block for bioactive molecules in medicinal chemistry.

Application

6-Chloro-1H-[1,2,3]triazolo[4,5-b]pyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of triazolopyridine scaffolds. Its chlorine substituent facilitates nucleophilic substitution and palladium-catalyzed coupling reactions, offering high functional group tolerance and bench stability. The heterocyclic core provides structural rigidity and enhanced solubility, making it well-suited for iterative synthesis and lead optimization workflows.

Synthesis

  • Route1
    • 5-Chloro-3-nitropyridin-2-amine|CS-0043753
      5409-39-2
    • ~%
    • In-stock
      6-Chloro-1H-[1,2,3]triazolo[4,5-b]pyridine|CS-0105029
      408314-14-7

    References

    • Vaughan et al. Journal of the American Chemical Society, 1949 , vol. 71, p. 1885
  • Route2

    References

    • Vaughan et al. Journal of the American Chemical Society, 1949 , vol. 71, p. 1885

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   54.46
  • LogP   1.0063
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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