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CS-W001157 4
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Ethyl 3-methylpyrazine-2-carboxylate

  • CAS No. 25513-92-2

  • Cat. No. CS-0151839
  • Purity≥98%
  • MDL No.MFCD09839066

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

Ethyl 3-methylpyrazine-2-carboxylate|CS-0151839

Structure of 25513-92-2

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General Information

  • CAS No. 25513-92-2
  • Cat. No. CS-0151839
  • Purity ≥98%
  • MDL No. MFCD09839066
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O₂
  • Molecular Weight 166.18
  • Synonym(s) None
  • SMILES CCOC(=O)C1=C(C)N=CC=N1

Description

Ethyl 3-methylpyrazine-2-carboxylate features a pyrazine core bearing methyl and ethoxycarbonyl substituents at the 3- and 2-positions, respectively. This electron-deficient heterocycle integrates readily into synthetic routes targeting bioactive alkaloids and pharmaceutical intermediates. The ester functionality enables further derivatization under standard conditions, while the sterically hindered methyl group enhances metabolic stability in complex molecular architectures.

Application

Ethyl 3-methylpyrazine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazine-based scaffolds relevant to agrochemicals and pharmaceuticals. Its dual functionality—ester and electron-deficient pyrazine ring—facilitates nucleophilic substitution, metal-catalyzed coupling, and reductive transformations under standard conditions. The compound exhibits good bench stability, ease of purification, and compatibility with diverse functional groups, making it well-suited for iterative synthetic strategies in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      64-17-5
    • In-stock
      3-Methylpyrazine-2-carboxylic acid|CS-D1600
      41110-28-5
    • ~66%
    • In-stock
      Ethyl 3-methylpyrazine-2-carboxylate|CS-0151839
      25513-92-2

    References

    • Pfizer Inc Patent: US2005/234065 A1, 2005 ; Location in patent: Page/Page column 27 ; US 20050234065 A1
  • Route2
    • Ethyl 3-((E)-carbamoyldiazenyl)but-2-enoate|CS-0356804
      94127-05-6
    • null|null
      107-15-3
    • ~35%
    • In-stock
      Ethyl 3-methylpyrazine-2-carboxylate|CS-0151839
      25513-92-2

    References

    • Aparicio, Domitila; Attanasi, Orazio A.; Filippone, Paolino; Ignacio, Roberto; Lillini, Samuele; Mantellini, Fabio; Palacios, Francisco; De Los Santos, Jesus M. Journal of Organic Chemistry, 2006 , vol. 71, # 16 p. 5897 - 5905
  • Route3
    • null|null
      95239-03-5
    • null|null
      107-15-3
    • ~31%
    • In-stock
      Ethyl 3-methylpyrazine-2-carboxylate|CS-0151839
      25513-92-2

    References

    • Aparicio, Domitila; Attanasi, Orazio A.; Filippone, Paolino; Ignacio, Roberto; Lillini, Samuele; Mantellini, Fabio; Palacios, Francisco; De Los Santos, Jesus M. Journal of Organic Chemistry, 2006 , vol. 71, # 16 p. 5897 - 5905

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   52.08
  • LogP   0.96172
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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