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Methyl 5-formylpyrazine-2-carboxylate

  • CAS No. 710322-57-9

  • Cat. No. CS-W022869
  • Purity≥97%
  • MDL No.MFCD12755910

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

Methyl 5-formylpyrazine-2-carboxylate|CS-W022869

Structure of 710322-57-9

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General Information

  • CAS No. 710322-57-9
  • Cat. No. CS-W022869
  • Purity ≥97%
  • MDL No. MFCD12755910
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂O₃
  • Molecular Weight 166.13
  • Synonym(s) Pyrazinecarboxylic acid, 5-formyl-, methyl ester (9CI)
  • SMILES O=C(C1=NC=C(C=O)N=C1)OC

Description

Methyl 5-formylpyrazine-2-carboxylate features a pyrazine core bearing both formyl and ester functionalities, enabling direct incorporation into heterocyclic synthesis. The formyl group supports efficient derivatization via nucleophilic addition or condensation reactions. This bifunctional scaffold facilitates rapid access to complex nitrogen-containing architectures under standard conditions.

Application

Methyl 5-formylpyrazine-2-carboxylate serves as a versatile bifunctional building block for heterocyclic synthesis, enabling efficient access to pyrazine-based scaffolds. The formyl and ester groups provide orthogonal reactivity—facilitating nucleophilic additions, condensations, and cross-coupling reactions—while maintaining bench stability and ease of purification. This compound functions effectively in the construction of medicinally relevant frameworks and complex molecular architectures under standard laboratory conditions.

Synthesis

  • Route1
    • Methyl 5-(2-(dimethylamino)vinyl)pyrazine-2-carboxylate|CS-0483963
      710322-24-0
    • ~%
    • In-stock
      Methyl 5-formylpyrazine-2-carboxylate|CS-W022869
      710322-57-9

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2004/52869 A1, 2004 ; Location in patent: Page 140 ; WO 2004/052869 A1
  • Route2
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      64-17-5
    • Methyl 5-(dibromomethyl)pyrazine-2-carboxylate|CS-0696350
      866327-72-2
    • ~%
    • In-stock
      Methyl 5-formylpyrazine-2-carboxylate|CS-W022869
      710322-57-9

    References

    • Carruthers, Nicholas I.; Shah, Chandravadan R.; Swanson, Devin M. Patent: US2005/222151 A1, 2005 ; Location in patent: Page/Page column 19-20 ; US 20050222151 A1
  • Route3

    References

    • Swanson, Devin M.; Shah, Chandra R.; Lord, Brian; Morton, Kirsten; Dvorak, Lisa K.; Mazur, Curt; Apodaca, Richard; Xiao, Wei; Boggs, Jamin D.; Feinstein, Mark; Wilson, Sandy J.; Barbier, Ann J.; Bonaventure, Pascal; Lovenberg, Timothy W.; Carruthers, Nicholas I. European Journal of Medicinal Chemistry, 2009 , vol. 44, # 11 p. 4413 - 4425

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   69.15
  • LogP   0.0757
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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