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CS-W001157 4
Total: USD 88.00

3,6-Dibromopyrazin-2-amine

  • CAS No. 957230-70-5

  • Cat. No. CS-W019498
  • Purity≥95%
  • MDL No.MFCD11040377

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

3,6-Dibromopyrazin-2-amine|CS-W019498

Structure of 957230-70-5

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General Information

  • CAS No. 957230-70-5
  • Cat. No. CS-W019498
  • Purity ≥95%
  • MDL No. MFCD11040377
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃Br₂N₃
  • Molecular Weight 252.90
  • Synonym(s) 2-pyrazinamine, 3,6-dibromo-
  • SMILES NC1=NC(Br)=CN=C1Br

Description

3,6-Dibromopyrazin-2-amine features two bromine substituents at the 3 and 6 positions of the pyrazine ring, enhancing its utility in cross-coupling reactions. The electron-deficient pyrazine core pairs effectively with palladium catalysts, enabling efficient C–X bond formation. This bench-stable derivative serves as a key building block for nitrogen-rich heterocycles in medicinal chemistry and materials science.

Application

3,6-Dibromopyrazin-2-amine serves as a versatile building block for the synthesis of functionalized pyrazine-based heterocycles, enabling efficient late-stage diversification in medicinal chemistry and materials science. Its bromine substituents facilitate palladium-catalyzed cross-coupling reactions, while the pyrazin-2-amine core provides a rigid, electron-deficient scaffold suitable for metal coordination and hydrogen bonding. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis and modular library generation.

Synthesis

  • Route1
    • null|null
      1082843-68-2
    • ~%
    • In-stock
      3,6-Dibromopyrazin-2-amine|CS-W019498
      957230-70-5

    References

    • US2011/59118 A1, ; Page/Page column 57 ;
  • Route2
    • 3,6-Dibromopyrazine-2-carboxamide|CS-0530976
      1301613-77-3
    • ~%
    • In-stock
      3,6-Dibromopyrazin-2-amine|CS-W019498
      957230-70-5

    References

    • US2011/118269 A1, ; Page/Page column 14 ;
  • Route3

    References

    • US2009/286798 A1, ; Page/Page column 26 ;

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   51.8
  • LogP   1.5838
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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