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CS-W001157 4
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2-Bromopyrazine

  • CAS No. 56423-63-3

  • Cat. No. CS-W007602
  • Purity≥96%
  • MDL No.MFCD08275680

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

2-Bromopyrazine|CS-W007602

Structure of 56423-63-3

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General Information

  • CAS No. 56423-63-3
  • Cat. No. CS-W007602
  • Purity ≥96%
  • MDL No. MFCD08275680
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃BrN₂
  • Molecular Weight 158.98
  • Synonym(s) pyrazine, 2-bromo-
  • SMILES BrC1=NC=CN=C1

Description

2-Bromopyrazine features a bromine substituent at the pyrazine ring's 2-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient heterocycle integrates readily into pharmaceutical and agrochemical scaffolds, offering high reactivity under palladium catalysis. The molecule exhibits bench-stable handling with minimal moisture sensitivity, streamlining use in synthetic workflows.

Application

2-Bromopyrazine serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. Its well-established reactivity facilitates the construction of biaryl and heteroaryl scaffolds common in pharmaceutical development. The bromine substituent offers excellent functional group tolerance and bench stability, simplifying purification and handling in multi-step syntheses.

Synthesis

  • Route1

    References

    • Decrane, Laurence; Pie, Nelly; Turck, Alain Journal of Heterocyclic Chemistry, 2005 , vol. 42, # 4 p. 509 - 513
  • Route2

    References

    • Schlosser, Manfred; Cottet, Fabrice European Journal of Organic Chemistry, 2002 , # 24 p. 4181 - 4184
  • Route3
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      30882-41-8
    • ~%
    • In-stock
      2-Bromopyrazine|CS-W007602
      56423-63-3

    References

    • US2403710 , ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H315-H318-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P362-P370+P378-P403+P233-P403+P235-P405-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.2391
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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