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CS-W001157 4
Total: USD 88.00

5-Bromoimidazo[1,2-a]pyrazine

  • CAS No. 87597-26-0

  • Cat. No. CS-W003526
  • Purity≥95%
  • MDL No.MFCD08460076

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

5-Bromoimidazo[1,2-a]pyrazine|CS-W003526

Structure of 87597-26-0

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General Information

  • CAS No. 87597-26-0
  • Cat. No. CS-W003526
  • Purity ≥95%
  • MDL No. MFCD08460076
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrN₃
  • Molecular Weight 198.02
  • Synonym(s) None
  • SMILES BrC1=CN=CC2=NC=CN12

Description

5-Bromoimidazo[1,2-a]pyrazine is a heterocyclic scaffold featuring a bromine substituent at the 5-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient core integrates readily into pharmaceutical intermediates and materials chemistry, offering enhanced reactivity under standard conditions.

Application

5-Bromoimidazo[1,2-a]pyrazine serves as a versatile heterocyclic building block for the synthesis of pharmaceutical intermediates and functional materials. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating efficient C–C bond formation under standard conditions. The imidazo[1,2-a]pyrazine core exhibits good bench stability and functional group tolerance, making it suitable for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Harris, Anthony R.; Nason, Deane M.; Collantes, Elizabeth M.; Xu, Wenjian; Chi, Yushi; Wang, Zhihan; Zhang, Bingzhi; Zhang, Qingjian; Gray, David L.; Davoren, Jennifer E. Tetrahedron, 2011 , vol. 67, # 47 p. 9063 - 9066
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 27, # 2 p. 206 - 212

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

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