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CS-W001157 4
Total: USD 88.00

6-bromo-[1,2,4]triazolo[4,3-a]pyridine

  • CAS No. 108281-79-4

  • Cat. No. CS-W000453
  • Purity≥97%
  • MDL No.MFCD08689506

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

6-bromo-[1,2,4]triazolo[4,3-a]pyridine|CS-W000453

Structure of 108281-79-4

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General Information

  • CAS No. 108281-79-4
  • Cat. No. CS-W000453
  • Purity ≥97%
  • MDL No. MFCD08689506
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrN₃
  • Molecular Weight 198.02
  • Synonym(s) 6-BROMO-TRIAZOLO[4,3-A]PYRIDINE
  • SMILES Brc1ccc2nncn2c1

Description

6-Bromo-[1,2,4]triazolo[4,3-a]pyridine is a heterocyclic building block featuring a brominated triazolopyridine core. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, facilitating rapid access to complex nitrogen-rich architectures. The bromine substituent provides a high-reactivity handle for palladium-catalyzed transformations under mild conditions. Bench-stable and moisture-tolerant, it integrates seamlessly into medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents.

Application

6-Bromo-[1,2,4]triazolo[4,3-a]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic synthesis. Its bromine substituent enables direct functionalization via Pd-catalyzed cross-coupling reactions, while the triazolopyridine core provides robust stability and favorable electronic properties. The compound exhibits excellent bench stability, simplifies purification, and functions reliably in standard coupling protocols, making it well-suited for constructing complex scaffolds in API development and library synthesis.

Synthesis

  • Route1

    References

    • US2014/134133 A1, ; Page/Page column ;
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 23, # 4 p. 1071 - 1077
  • Route3
    • null|null
      14036-06-7
    • In-stock
      (5-Bromopyridin-2-yl)hydrazine|CS-D0767
      77992-44-0
    • ~58%
    • In-stock
      6-bromo-[1,2,4]triazolo[4,3-a]pyridine|CS-W000453
      108281-79-4

    References

    • Moran; Morton; Albright Journal of Heterocyclic Chemistry, 1986 , vol. 23, # 4 p. 1071 - 1077

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   30.19
  • LogP   1.4918
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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