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CS-W001157 4
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2-Chloro-5-methoxypyrazine

  • CAS No. 33332-31-9

  • Cat. No. CS-W021661
  • Molecule weight144.56
  • Purity≥98%
  • MDL No.None

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

2-Chloro-5-methoxypyrazine|CS-W021661

Structure of 33332-31-9

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General Information

  • CAS No. 33332-31-9
  • Cat. No. CS-W021661
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂O
  • Molecular Weight 144.56
  • Synonym(s) 2-chloro-5-methoxy-pyrazine
  • SMILES COC1=NC=C(Cl)N=C1

Description

2-Chloro-5-methoxypyrazine features a pyrazine core functionalized with chlorine and methoxy groups, delivering enhanced electron deficiency and tailored reactivity. This bench-stable heterocycle integrates readily into synthetic routes requiring polar, electron-deficient scaffolds, enabling efficient access to complex molecular architectures in medicinal chemistry and materials science applications.

Application

2-Chloro-5-methoxypyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for C–C bond formation. Its chlorine atom facilitates nucleophilic substitution under mild conditions, while the methoxy group provides orthogonal reactivity and enhanced solubility. The compound exhibits excellent bench stability and is compatible with diverse functional groups, making it well-suited for modular synthesis of bioactive scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 31, # 5 p. 1177 - 1180
  • Route2

    References

    • Journal of Chemical Research, Miniprint, , # 10 p. 2860 - 2875

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

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