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3-Aminopyrazine-2-carbonitrile

  • CAS No. 25911-65-3

  • Cat. No. CS-D1579
  • Molecule weight120.11
  • Purity≥98%
  • MDL No.MFCD02091510

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

3-Aminopyrazine-2-carbonitrile|CS-D1579

Structure of 25911-65-3

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General Information

  • CAS No. 25911-65-3
  • Cat. No. CS-D1579
  • Purity ≥98%
  • MDL No. MFCD02091510
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₄
  • Molecular Weight 120.11
  • Synonym(s) 2-pyrazinecarbonitrile, 3-amino-
  • SMILES N#CC1=NC=CN=C1N

Description

3-Aminopyrazine-2-carbonitrile features a pyrazine core with complementary amine and nitrile functionalities, enabling direct integration into heterocyclic scaffolds. This bench-stable compound serves as a key building block for pharmaceutical intermediates and functional materials, offering high reactivity under standard coupling conditions.

Application

3-Aminopyrazine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of pyrazine-based heterocycles through standard coupling and cyclization protocols. Its dual functionality—amine and nitrile groups—facilitates diverse downstream transformations, including amidation, cyclization, and metal-catalyzed cross-coupling reactions. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis and high-throughput screening applications.

Synthesis

  • Route1

    References

    • TargeGen, Inc. Patent: US2007/259876 A1, 2007 ; Location in patent: Page/Page column 18 ; US 20070259876 A1
  • Route2
    • null|null
      143-33-9
    • null|null
      6863-77-0
    • ~80%
    • In-stock
      3-Aminopyrazine-2-carbonitrile|CS-D1579
      25911-65-3

    References

    • Sato, Nobuhiro Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 817 - 819
  • Route3
    • null|null
      34859-38-6
    • ~0%
    • In-stock
      3-Aminopyrazine-2-carbonitrile|CS-D1579
      25911-65-3
    • In-stock
      3-Aminopyrazine-2-carboxamide|CS-0149924
      32587-10-3
    • null|null
      76952-35-7
    • null|null
      76952-40-4

    References

    • Journal of Heterocyclic Chemistry, , vol. 19, p. 1397 - 1402

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   75.59
  • LogP   -0.06952
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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