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CS-W001157 4
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2-Chloro-3-methoxypyrazine

  • CAS No. 40155-28-0

  • Cat. No. CS-W019381
  • Purity≥97%
  • MDL No.MFCD02684324

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

2-Chloro-3-methoxypyrazine|CS-W019381

Structure of 40155-28-0

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General Information

  • CAS No. 40155-28-0
  • Cat. No. CS-W019381
  • Purity ≥97%
  • MDL No. MFCD02684324
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂O
  • Molecular Weight 144.56
  • Synonym(s) 2-Chlor-3-methoxypyrazin
  • SMILES ClC1=NC=CN=C1OC

Description

2-Chloro-3-methoxypyrazine is a heterocyclic compound featuring a pyrazine core with strategically positioned chlorine and methoxy substituents. This combination imparts enhanced electrophilicity and stability, enabling efficient integration into complex molecular architectures. The molecule serves as a key building block for pharmaceutical intermediates and agrochemical scaffolds, particularly in applications requiring controlled reactivity and metabolic resistance.

Application

2-Chloro-3-methoxypyrazine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyrazine moiety. The methoxy group enhances solubility and modulates electronic properties, while the compound exhibits excellent bench stability and facilitates straightforward purification. It functions as a key intermediate in the synthesis of heterocyclic scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1
    • null|null
      23902-69-4
    • ~33%
    • In-stock
      2-Chloro-6-methoxypyrazine|CS-W019039
      33332-30-8
    • In-stock
      2-Chloro-3-methoxypyrazine|CS-W019381
      40155-28-0

    References

    • SYNGENTA PARTICIPATIONS AG Patent: WO2003/87067 A1, 2003 ; Location in patent: Page/Page column 39 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      2,3-Dichloropyrazine|CS-W016328
      4858-85-9
    • ~68%
    • In-stock
      2-Chloro-3-methoxypyrazine|CS-W019381
      40155-28-0

    References

    • Ameriks, Michael K.; Bembenek, Scott D.; Burdett, Matthew T.; Choong, Ingrid C.; Edwards, James P.; Gebauer, Damara; Gu, Yin; Karlsson, Lars; Purkey, Hans E.; Staker, Bart L.; Sun, Siquan; Thurmond, Robin L.; Zhu, Jian Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 14 p. 4060 - 4064
  • Route3

    References

    • Sato, Nobuhiro; Fujii, Megumi Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 5 p. 1177 - 1180

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   35.01
  • LogP   1.1386
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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