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CS-W001157 4
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5-Chloro-2,3-dimethylpyrazine

  • CAS No. 59489-32-6

  • Cat. No. CS-W022343
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD13189517

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

5-Chloro-2,3-dimethylpyrazine|CS-W022343

Structure of 59489-32-6

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General Information

  • CAS No. 59489-32-6
  • Cat. No. CS-W022343
  • Purity ≥97%
  • MDL No. MFCD13189517
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇ClN₂
  • Molecular Weight None
  • Synonym(s) 2-Chloro-5,6-dimethylpyrazine
  • SMILES CC1=C(C)N=C(Cl)C=N1

Description

5-Chloro-2,3-dimethylpyrazine is a heterocyclic compound featuring a pyrazine core with chlorine and methyl substituents at the 5- and 2,3-positions, respectively. This configuration imparts enhanced electron-deficient character and steric bulk, enabling its use in transition metal-catalyzed coupling reactions and as a building block in agrochemical and pharmaceutical synthesis. The molecule exhibits good thermal stability and handles well under standard bench conditions.

Application

5-Chloro-2,3-dimethylpyrazine serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its chlorine substituent enables palladium-catalyzed cross-coupling reactions, while the methyl groups enhance solubility and metabolic stability. The pyrazine core provides a rigid, electron-deficient scaffold suitable for targeted drug discovery. Bench-stable and readily purified by column chromatography, it functions effectively in standard synthetic workflows.

Synthesis

  • Route1
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      65464-21-3
    • ~%
    • In-stock
      5-Chloro-2,3-dimethylpyrazine|CS-W022343
      59489-32-6

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2007/100670 A1, 2007 ; Location in patent: Page/Page column 49-50 ; WO 2007/100670 A1
  • Route2

    References

    • Karmas; Spoerri Journal of the American Chemical Society, 1952 , vol. 74, p. 1580,1582
  • Route3
    • 2,3-Dimethylpyrazine, ≥95%|CS-1268382
      5910-89-4
    • ~%
    • In-stock
      5-Chloro-2,3-dimethylpyrazine|CS-W022343
      59489-32-6

    References

    • Watahiki, Hiroko; Tsutsui, Mayumi; Akita, Yasuo; Watanabe, Tokuhiro; Kurihara, Teruo Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 465 - 473

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.74684
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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