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CS-W001157 4
Total: USD 88.00

5-Bromo-[1,2,3]triazolo[1,5-a]pyridine

  • CAS No. 192642-77-6

  • Cat. No. CS-0171528
  • Purity≥97%
  • MDL No.None

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

5-Bromo-[1,2,3]triazolo[1,5-a]pyridine|CS-0171528

Structure of 192642-77-6

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General Information

  • CAS No. 192642-77-6
  • Cat. No. CS-0171528
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrN₃
  • Molecular Weight 198.02
  • Synonym(s) 5-bromotriazolo[1,5-a]pyridine
  • SMILES C1=CN2C(=CN=N2)C=C1Br

Description

5-Bromo-[1,2,3]triazolo[1,5-a]pyridine is a heterocyclic building block featuring a brominated triazolopyridine core. This electron-deficient scaffold enables efficient coupling in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive compounds. The bromine substituent facilitates further functionalization under palladium-catalyzed conditions.

Application

5-Bromo-[1,2,3]triazolo[1,5-a]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and catalytic cross-coupling applications. The bromine substituent enables reliable Suzuki-Miyaura and Buchwald-Hartwig reactions, facilitating the construction of biaryl and amino-substituted scaffolds. Its inherent stability under standard reaction conditions and compatibility with diverse functional groups make it a practical choice for iterative synthesis and library generation.

Synthesis

  • Route1
    • null|null
      1533440-72-0
    • ~10%
    • In-stock
      5-Bromo-[1,2,3]triazolo[1,5-a]pyridine|CS-0171528
      192642-77-6

    References

    • WO2014/8197 A1, ; Page/Page column 108 ;
  • Route2
    • null|null
      100367-74-6
    • ~%
    • In-stock
      5-Bromo-[1,2,3]triazolo[1,5-a]pyridine|CS-0171528
      192642-77-6

    References

    • Tetrahedron, , vol. 53, # 24 p. 8257 - 8268
  • Route3

    References

    • Tetrahedron, , vol. 53, # 24 p. 8257 - 8268

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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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