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CS-W001157 4
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1-(3-Chloropyrazin-2-yl)ethanone

  • CAS No. 121246-90-0

  • Cat. No. CS-0052889
  • Molecule weight156.57
  • Purity≥98%
  • MDL No.None

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

1-(3-Chloropyrazin-2-yl)ethanone|CS-0052889

Structure of 121246-90-0

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General Information

  • CAS No. 121246-90-0
  • Cat. No. CS-0052889
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O
  • Molecular Weight 156.57
  • Synonym(s) 3-Acetyl-2-chloropyrazine
  • SMILES CC(=O)C1=NC=CN=C1Cl

Description

1-(3-Chloropyrazin-2-yl)ethanone features a chlorinated pyrazine core paired with a reactive acetyl group, enabling direct integration into heterocyclic scaffolds. This bench-stable ketone serves as a key intermediate in the synthesis of pharmaceuticals and agrochemicals, where its electron-deficient ring facilitates nucleophilic addition and coupling reactions under standard conditions.

Application

1-(3-Chloropyrazin-2-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrazine-containing scaffolds via nucleophilic substitution or transition-metal-catalyzed coupling reactions. The chloro and ketone functionalities provide orthogonal reactivity for downstream derivatization, while the compound exhibits good bench stability and ease of purification—key attributes for scalable synthesis and high-throughput screening campaigns.

Synthesis

  • Route1
    • null|null
      1131041-57-0
    • ~73%
    • In-stock
      1-(3-Chloropyrazin-2-yl)ethanone|CS-0052889
      121246-90-0

    References

    • SMITH KLINE BEECHAM CORPORATION Patent: WO2009/32653 A1, 2009 ; Location in patent: Page/Page column 9; 34-35 ; WO 2009/032653 A1
  • Route2
    • null|null
      1131041-56-9
    • ~%
    • In-stock
      1-(3-Chloropyrazin-2-yl)ethanone|CS-0052889
      121246-90-0

    References

    • Lin, Hong; Yamashita, Dennis S.; Zeng, Jin; Xie, Ren; Verma, Sharad; Luengo, Juan I.; Rhodes, Nelson; Zhang, Shuyun; Robell, Kimberly A.; Choudhry, Anthony E.; Lai, Zhihong; Kumar, Rakesh; Minthorn, Elisabeth A.; Brown, Kristin K.; Heerding, Dirk A. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 2 p. 679 - 683

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.85
  • LogP   1.3326
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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