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CS-W001157 4
Total: USD 88.00

1-(2,4-Dichloropyridin-3-yl)ethanone

  • CAS No. 1246349-89-2

  • Cat. No. CS-0155131
  • Purity≥98%
  • MDL No.MFCD11847304

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

1-(2,4-Dichloropyridin-3-yl)ethanone|CS-0155131

Structure of 1246349-89-2

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General Information

  • CAS No. 1246349-89-2
  • Cat. No. CS-0155131
  • Purity ≥98%
  • MDL No. MFCD11847304
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Cl₂NO
  • Molecular Weight 190.03
  • Synonym(s) None
  • SMILES CC(=O)C1=C(Cl)N=CC=C1Cl

Description

1-(2,4-Dichloropyridin-3-yl)ethanone features a pyridine ring bearing two chlorine substituents at the 2- and 4-positions, creating a highly electron-deficient heterocyclic core. This structure integrates a ketone group at the 3-position, enabling direct coupling in cross-coupling reactions or nucleophilic addition processes. The compound exhibits enhanced stability under standard bench conditions and serves as a key intermediate in the synthesis of bioactive molecules and functionalized pharmaceuticals.

Application

1-(2,4-Dichloropyridin-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds. Its electrophilic acyl group facilitates nucleophilic substitution and condensation reactions, particularly in the synthesis of heterocyclic compounds. The 2,4-dichloro substitution pattern provides enhanced reactivity and orthogonal functionalization potential, while the ketone functionality offers stability and compatibility with standard purification methods. This compound functions effectively in late-stage modifications and is well-suited for scalable synthetic processes.

Synthesis

  • Route1
    • 1-(2,4-Dichloropyridin-3-yl)ethanol|CS-0782303
      1246349-88-1
    • ~80%
    • In-stock
      1-(2,4-Dichloropyridin-3-yl)ethanone|CS-0155131
      1246349-89-2

    References

    • MEDICAL RESEARCH COUNCIL TECHNOLOGY; MCIVER, Edward, Giles; SMILJANIC, Ela; HARDING, Denise, Jamilla; HOUGH, Joanne Patent: WO2010/106333 A1, 2010 ; Location in patent: Page/Page column 71-72 ; WO 2010/106333 A1

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.591
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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