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CS-W001157 4
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5-Methoxypyrazine-2-carboxylic acid

  • CAS No. 40155-42-8

  • Cat. No. CS-W019666
  • Purity≥97%
  • MDL No.MFCD10697773

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

5-Methoxypyrazine-2-carboxylic acid|CS-W019666

Structure of 40155-42-8

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General Information

  • CAS No. 40155-42-8
  • Cat. No. CS-W019666
  • Purity ≥97%
  • MDL No. MFCD10697773
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₃
  • Molecular Weight 154.12
  • Synonym(s) 5-Methoxy-2-pyrazinecarboxylic acid; 5-Methoxypyrazine-2-carboxylic acid; Pyrazinecarboxylicacid, 5-methoxy-
  • SMILES O=C(C1=NC=C(OC)N=C1)O

Description

5-Methoxypyrazine-2-carboxylic acid features a pyrazine core functionalized with methoxy and carboxylic acid groups, enabling direct incorporation into bioactive scaffolds. The electron-deficient ring system facilitates conjugation in synthetic pathways, while the carboxylic acid moiety offers ready derivatization for peptide coupling or esterification under standard conditions. This compound serves as a key building block for heterocyclic libraries in medicinal chemistry.

Application

5-Methoxypyrazine-2-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyrazine-based scaffolds prevalent in agrochemical and medicinal chemistry. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the methoxy group offers moderate electronic modulation and compatibility with standard protecting group strategies. The compound exhibits good bench stability and ease of purification, making it suitable for iterative synthetic workflows and scale-up applications.

Synthesis

  • Route1

    References

    • EISAI RandD MANAGEMENT CO., LTD.; Takaishi, Mamoru; Ishida, Tasuku Patent: US2014/179690 A1, 2014 ; Location in patent: Page/Page column ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Chloro-2-pyrazinecarboxylic acid|CS-B0945
      36070-80-1
    • ~%
    • In-stock
      5-Methoxypyrazine-2-carboxylic acid|CS-W019666
      40155-42-8

    References

    • EISAI RandD MANAGEMENT CO., LTD.; HALL, Adrian; FARTHING, Christopher Neil; CASTRO PINEIRO, Jose, Luis Patent: WO2012/98213 A1, 2012 ; Location in patent: Page/Page column 67 ;

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   72.31
  • LogP   0.1834
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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