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CS-W001157 4
Total: USD 88.00

6,8-Dibromoimidazo[1,2-a]pyrazine

  • CAS No. 63744-22-9

  • Cat. No. CS-M3157
  • Purity≥98%
  • MDL No.MFCD08460056

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

6,8-Dibromoimidazo[1,2-a]pyrazine|CS-M3157

Structure of 63744-22-9

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General Information

  • CAS No. 63744-22-9
  • Cat. No. CS-M3157
  • Purity ≥98%
  • MDL No. MFCD08460056
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₂N₃
  • Molecular Weight 276.92
  • Synonym(s) 6,8-Dibromimidazo[1,2-a]pyrazin
  • SMILES BrC1=CN2C(C(Br)=N1)=NC=C2

Description

6,8-Dibromoimidazo[1,2-a]pyrazine is a brominated heterocyclic scaffold featuring two halogen substituents at positions 6 and 8. This electron-deficient core integrates readily into cross-coupling reactions, enabling efficient construction of complex polycyclic architectures. The molecule exhibits enhanced stability under standard conditions and serves as a key building block in the synthesis of bioactive compounds and functional materials.

Application

6,8-Dibromoimidazo[1,2-a]pyrazine serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization in transition-metal-catalyzed cross-coupling reactions. Its brominated positions offer high reactivity and positional selectivity, facilitating the construction of complex polycyclic scaffolds relevant to medicinal chemistry. The compound exhibits excellent bench stability and ease of purification, making it well-suited for scalable synthetic applications.

Synthesis

  • Route1
    • In-stock
      Amino-3,5-dibromopyrazine|CS-D1346
      24241-18-7
    • null|null
      2032-35-1
    • ~99%
    • In-stock
      6,8-Dibromoimidazo[1,2-a]pyrazine|CS-M3157
      63744-22-9

    References

    • BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; JAUTELAT, Rolf; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard Patent: WO2012/80236 A1, 2012 ; Location in patent: Page/Page column 63 ; WO 2012/080236 A1
  • Route2

    References

    • Oncotherapy Science, Inc. Patent: US2012/59162 A1, 2012 ; Location in patent: Page/Page column 53-54 ;
  • Route3
    • null|null
      107-20-0
    • In-stock
      Amino-3,5-dibromopyrazine|CS-D1346
      24241-18-7
    • ~88%
    • In-stock
      6,8-Dibromoimidazo[1,2-a]pyrazine|CS-M3157
      63744-22-9

    References

    • Belanger, David B.; Curran, Patrick J.; Hruza, Alan; Voigt, Johannes; Meng, Zhaoyang; Mandal, Amit K.; Siddiqui, M. Arshad; Basso, Andrea D.; Gray, Kimberly Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 17 p. 5170 - 5174

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

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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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