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2,5-Dibromo-3-methoxypyrazine

  • CAS No. 489431-66-5

  • Cat. No. CS-0105447
  • Purity≥98%
  • MDL No.MFCD09909711

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

2,5-Dibromo-3-methoxypyrazine|CS-0105447

Structure of 489431-66-5

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General Information

  • CAS No. 489431-66-5
  • Cat. No. CS-0105447
  • Purity ≥98%
  • MDL No. MFCD09909711
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄Br₂N₂O
  • Molecular Weight 267.91
  • Synonym(s) None
  • SMILES COC1=NC(Br)=CN=C1Br

Description

2,5-Dibromo-3-methoxypyrazine is a brominated pyrazine derivative featuring two electrophilic bromine substituents and a methoxy group at the 3-position. This configuration enables selective coupling reactions in synthetic applications, particularly in cross-coupling protocols where controlled reactivity and stability under standard conditions are required.

Application

2,5-Dibromo-3-methoxypyrazine serves as a versatile building block for the synthesis of substituted pyrazine derivatives via palladium-catalyzed cross-coupling reactions. The bromo groups enable sequential functionalization at C2 and C5 positions, while the methoxy group provides a stable, electron-donating handle compatible with standard synthetic workflows. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for medicinal chemistry and materials science applications requiring precise heterocyclic diversification.

Synthesis

  • Route1

    References

    • Yang, Cai-Guang; Liu, Gang; Jiang, Biao Journal of Organic Chemistry, 2002 , vol. 67, # 26 p. 9392 - 9396

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   35.01
  • LogP   2.0102
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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