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Methyl 5-hydroxypyrazine-2-carboxylate

  • CAS No. 13924-95-3

  • Cat. No. CS-M3260
  • Purity≥97%
  • MDL No.MFCD08273469

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

Methyl 5-hydroxypyrazine-2-carboxylate|CS-M3260

Structure of 13924-95-3

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General Information

  • CAS No. 13924-95-3
  • Cat. No. CS-M3260
  • Purity ≥97%
  • MDL No. MFCD08273469
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.12
  • Synonym(s) Methyl 5-hydroxy-2-pyrazinecarboxylate; Methyl 5-oxo-4,5-dihydro-2-pyrazinecarboxylate; methyl 5-oxo-4,5-dihydropyrazine-2-carboxylate
  • SMILES O=C(C(N=C1)=CNC1=O)OC

Description

Methyl 5-hydroxypyrazine-2-carboxylate features a pyrazine core bearing both hydroxyl and ester functionalities, enabling versatile conjugation in synthetic routes. The electron-deficient heterocycle facilitates nucleophilic substitution, while the hydroxyl group offers a handle for derivatization. This compound serves as a key intermediate in agrochemical and pharmaceutical synthesis.

Application

Methyl 5-hydroxypyrazine-2-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrazine-based heterocycles. The hydroxyl group facilitates direct derivatization or protection, while the ester functionality supports selective transformations under standard conditions. Its bench-stable nature and compatibility with common coupling and reduction protocols make it well-suited for modular synthesis of API-relevant scaffolds.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Hydroxypyrazine-2-Carboxylic Acid|CS-0876
      34604-60-9
    • ~65%
    • In-stock
      Methyl 5-hydroxypyrazine-2-carboxylate|CS-M3260
      13924-95-3

    References

    • Mano; Seo; Iami Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 10 p. 3057 - 3063
  • Route2
    • 5-Hydroxypyrazinecarboxamide|CS-0062145
      13924-96-4
    • ~%
    • In-stock
      Methyl 5-hydroxypyrazine-2-carboxylate|CS-M3260
      13924-95-3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 28, # 10 p. 3057 - 3063
  • Route3
    • 2,3-Dicyano-5-hydroxypyrazine|CS-0014098
      57005-60-4
    • ~%
    • In-stock
      Methyl 5-hydroxypyrazine-2-carboxylate|CS-M3260
      13924-95-3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 28, # 10 p. 3057 - 3063

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   72.05
  • LogP   -0.4435
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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