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CS-W001157 4
Total: USD 88.00

5,8-Dibromoimidazo[1,2-a]pyrazine

  • CAS No. 957344-74-0

  • Cat. No. CS-W022281
  • Purity≥96%
  • MDL No.MFCD13193554

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

5,8-Dibromoimidazo[1,2-a]pyrazine|CS-W022281

Structure of 957344-74-0

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General Information

  • CAS No. 957344-74-0
  • Cat. No. CS-W022281
  • Purity ≥96%
  • MDL No. MFCD13193554
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂N₃
  • Molecular Weight 276.92
  • Synonym(s) 5-bromoimidazo[1,2-a]pyrazin-8-amine
  • SMILES BrC1=NC=C(Br)N2C1=NC=C2

Description

5,8-Dibromoimidazo[1,2-a]pyrazine is a brominated heterocyclic scaffold featuring two electrophilic bromine substituents at key positions. This electron-deficient core enables direct coupling in cross-coupling reactions and serves as a robust building block for advanced pharmaceutical intermediates and functional materials.

Application

5,8-Dibromoimidazo[1,2-a]pyrazine serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization in late-stage diversification. Its dibromo substitution pattern facilitates palladium-catalyzed cross-coupling reactions, offering reliable access to complex imidazopyrazine scaffolds. The compound exhibits excellent bench stability and compatibility with common reaction conditions, simplifying purification and scale-up in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      3,6-Dibromopyrazin-2-amine|CS-W019498
      957230-70-5
    • null|null
      2032-35-1
    • ~%
    • In-stock
      5,8-Dibromoimidazo[1,2-a]pyrazine|CS-W022281
      957344-74-0

    References

    • Andrews, Martin James Inglis; Chambers, Mark Stuart; Van De Poel, Herve; Bar, Gregory Louis Joseph Patent: US2009/286798 A1, 2009 ; Location in patent: Page/Page column 27 ;
  • Route2
    • In-stock
      3,6-Dibromopyrazin-2-amine|CS-W019498
      957230-70-5
    • null|null
      17157-48-1
    • ~%
    • In-stock
      5,8-Dibromoimidazo[1,2-a]pyrazine|CS-W022281
      957344-74-0

    References

    • GALAPAGOS N.V. Patent: WO2007/131991 A1, 2007 ; Location in patent: Page/Page column 47 - 48 ;

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   2.2543
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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