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CS-W001157 4
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Methyl 3-hydroxypyrazine-2-carboxylate

  • CAS No. 27825-20-3

  • Cat. No. CS-W022832
  • Purity≥97%
  • MDL No.MFCD03093338

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

Methyl 3-hydroxypyrazine-2-carboxylate|CS-W022832

Structure of 27825-20-3

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General Information

  • CAS No. 27825-20-3
  • Cat. No. CS-W022832
  • Purity ≥97%
  • MDL No. MFCD03093338
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.12
  • Synonym(s) Methyl 2-hydroxy-3-pyrazinecarboxylate
  • SMILES OC1=NC=CN=C1C(=O)OC

Description

Methyl 3-hydroxypyrazine-2-carboxylate integrates a pyrazine core with strategically positioned hydroxyl and ester functionalities, enabling direct functionalization in heterocyclic synthesis. This bench-stable derivative supports efficient access to bioactive scaffolds through coupling and oxidation protocols under standard conditions.

Application

Methyl 3-hydroxypyrazine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrazine scaffolds through standard functional group transformations. The hydroxyl and ester groups offer orthogonal reactivity, facilitating derivatization via esterification, etherification, or coupling reactions. Its bench-stable nature and compatibility with common reaction conditions make it suitable for iterative synthetic sequences in medicinal chemistry and agrochemical development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3-Oxo-3,4-dihydropyrazine-2-carboxylic acid|CS-W019268
      20737-42-2
    • ~76%
    • In-stock
      Methyl 3-hydroxypyrazine-2-carboxylate|CS-W022832
      27825-20-3

    References

    • Kim, Myong Jung Synthetic Communications, 2010 , vol. 40, # 20 p. 2988 - 2999
  • Route2

    References

    • Krapcho, A. Paul; Gallagher, Cynthia E.; Hammach, Abdelhakim; Ellis, Michael; Menta, Ernesto; Oliva, Ambrogio Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 1 p. 27 - 32
  • Route3

    References

    • Okawa, Tomohiro; Eguchi, Shoji; Kakehi, Akikazu Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 3 p. 247 - 254

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   72.31
  • LogP   -0.0312
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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