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CS-W001157 4
Total: USD 88.00

2-Chloro-6-methoxypyrazine

  • CAS No. 33332-30-8

  • Cat. No. CS-W019039
  • Purity≥97%
  • MDL No.MFCD06410937

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

2-Chloro-6-methoxypyrazine|CS-W019039

Structure of 33332-30-8

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General Information

  • CAS No. 33332-30-8
  • Cat. No. CS-W019039
  • Purity ≥97%
  • MDL No. MFCD06410937
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂O
  • Molecular Weight 144.56
  • Synonym(s) 6-Methoxy-2-chloropyrazine
  • SMILES ClC1=NC(=CN=C1)OC

Description

2-Chloro-6-methoxypyrazine is a heterocyclic compound featuring a pyrazine core substituted with chlorine at the 2-position and a methoxy group at the 6-position. This electron-deficient framework enables selective coupling in synthetic transformations, offering enhanced stability under standard bench conditions. The molecule integrates readily into complex molecular architectures requiring defined polarity and metabolic resistance.

Application

2-Chloro-6-methoxypyrazine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyrazine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its chlorine atom facilitates nucleophilic substitution under mild conditions, while the methoxy group enhances solubility and modulates electronic properties. The compound exhibits excellent bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • null|null
      23902-69-4
    • ~25%
    • In-stock
      2-Chloro-6-methoxypyrazine|CS-W019039
      33332-30-8
    • In-stock
      2-Chloro-3-methoxypyrazine|CS-W019381
      40155-28-0

    References

    • WO2003/87067 A1, ; Page/Page column 39 ;
  • Route2
    • In-stock
      2,6-Dichloropyrazine|CS-W010976
      4774-14-5
    • null|null
      124-41-4
    • ~66%
    • In-stock
      2-Chloro-6-methoxypyrazine|CS-W019039
      33332-30-8

    References

    • Hirschhaeuser, Christoph; Haseler, Claire A.; Gallagher, Timothy Angewandte Chemie - International Edition, 2011 , vol. 50, # 22 p. 5162 - 5165
  • Route3

    References

    • Tetrahedron, , vol. 65, # 43 p. 8891 - 8895

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-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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