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CS-W001157 4
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6-Bromo-[1,2,4]triazolo[4,3-a]pyrimidine

  • CAS No. 1019023-12-1

  • Cat. No. CS-0088262
  • Purity≥97%
  • MDL No.MFCD09994391

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

6-Bromo-[1,2,4]triazolo[4,3-a]pyrimidine|CS-0088262

Structure of 1019023-12-1

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General Information

  • CAS No. 1019023-12-1
  • Cat. No. CS-0088262
  • Purity ≥97%
  • MDL No. MFCD09994391
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrN₄
  • Molecular Weight 199.01
  • Synonym(s) 6-BROMO[1,2,4]TRIAZOLO[4,3-A]PYRIMIDINE
  • SMILES BrC1=CN2C(N=C1)=NN=C2

Description

6-Bromo-[1,2,4]triazolo[4,3-a]pyrimidine is a heterocyclic building block featuring a bromine substituent at the 6-position of a fused triazolopyrimidine core. This electron-deficient scaffold enables direct functionalization in palladium-catalyzed cross-coupling reactions, offering efficient access to bioactive derivatives. The molecule exhibits excellent stability under standard reaction conditions and integrates readily into complex molecular architectures.

Application

6-Bromo-[1,2,4]triazolo[4,3-a]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via Pd-catalyzed cross-coupling reactions. The bromine substituent facilitates reliable C–C and C–heteroatom bond formation under standard conditions, while the fused triazolopyrimidine core offers enhanced metabolic stability and predictable binding interactions. Its bench-stable, crystalline nature supports straightforward handling and purification, making it well-suited for modular synthesis of bioactive heterocycles and API intermediates.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.08
  • LogP   0.8868
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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