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CS-W001157 4
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Ethyl pyrazine-2-carboxylate

  • CAS No. 6924-68-1

  • Cat. No. CS-M0893
  • Purity≥98%
  • MDL No.MFCD00792887

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

Ethyl pyrazine-2-carboxylate|CS-M0893

Structure of 6924-68-1

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General Information

  • CAS No. 6924-68-1
  • Cat. No. CS-M0893
  • Purity ≥98%
  • MDL No. MFCD00792887
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₂
  • Molecular Weight 152.15
  • Synonym(s) Pyrazine-2-ethyl formate
  • SMILES O=C(OCC)C1=NC=CN=C1

Description

Ethyl pyrazine-2-carboxylate is a bench-stable heterocyclic ester featuring a pyrazine core with strategically positioned electron-deficient nitrogen atoms. This structure enables direct incorporation into synthetic sequences requiring polar, conjugated platforms. The ethyl ester moiety facilitates downstream derivatization under standard conditions, while the molecule's rigidity enhances regioselectivity in cross-coupling and cycloaddition reactions.

Application

Ethyl pyrazine-2-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized pyrazine scaffolds. Its ester group facilitates nucleophilic substitution and conjugate addition reactions, while the electron-deficient pyrazine ring supports transition-metal-catalyzed couplings. The compound exhibits good bench stability and ease of purification, making it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1

    References

    • Heinisch, Gottfried; Loetsch, Gerhard Tetrahedron, 1986 , vol. 42, # 21 p. 5973 - 5977
  • Route2

    References

    • Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco; Pianese, Guiseppe; Zhao, Lihua Tetrahedron Letters, 1992 , vol. 33, # 21 p. 3057 - 3060
  • Route3
    • Pyrazinecarbonitrile|CS-0229559
      19847-12-2
    • null|null
      64-17-5
    • ~4%
    • In-stock
      Pyrazinamide|CS-2260
      98-96-4
    • null|null
      1339045-85-0
    • In-stock
      Ethyl pyrazine-2-carboxylate|CS-M0893
      6924-68-1

    References

    • WO2011/123890 A1, ; Page/Page column 63-64 ;

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   52.08
  • LogP   0.6533
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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