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6-Bromo-5-methyl[1,2,4]triazolo[1,5-a]pyridine

  • CAS No. 746668-59-7

  • Cat. No. CS-0019302
  • Purity≥98%
  • MDL No.MFCD09038165

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

6-Bromo-5-methyl[1,2,4]triazolo[1,5-a]pyridine|CS-0019302

Structure of 746668-59-7

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General Information

  • CAS No. 746668-59-7
  • Cat. No. CS-0019302
  • Purity ≥98%
  • MDL No. MFCD09038165
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrN₃
  • Molecular Weight 212.05
  • Synonym(s) 6-bromo-5-methyl-[1,2,4]triazolo[1,5-a]pyridine
  • SMILES CC1=C(Br)C=CC2=NC=NN12

Description

6-Bromo-5-methyl[1,2,4]triazolo[1,5-a]pyridine is a heterocyclic building block featuring a brominated triazolopyridine core with a methyl substituent at the 5-position. This scaffold offers enhanced stability and reactivity for coupling reactions, enabling efficient access to complex nitrogen-rich architectures in medicinal chemistry and materials science applications.

Application

6-Bromo-5-methyl[1,2,4]triazolo[1,5-a]pyridine serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with high efficiency. The bromine substituent facilitates C–C bond formation under standard Suzuki, Stille, and Negishi conditions, while the methyl group enhances solubility and modulates electronic properties. Its bench-stable crystalline nature supports straightforward handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate synthesis.

Synthesis

  • Route1

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 12 p. 3614 - 3627

Safety Information

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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

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Computational Chemistry Data

  • TPSA   30.19
  • LogP   1.80022
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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