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CS-W001157 4
Total: USD 88.00

1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone

  • CAS No. 358780-14-0

  • Cat. No. CS-W018578
  • Purity≥96%
  • MDL No.None

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

1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone|CS-W018578

Structure of 358780-14-0

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General Information

  • CAS No. 358780-14-0
  • Cat. No. CS-W018578
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₃NO
  • Molecular Weight 189.14
  • Synonym(s) 1-[6-(TRIFLUOROMETHYL)PYRIDIN-3-YL]ETHANONE
  • SMILES CC(C1=CC=C(C(F)(F)F)N=C1)=O

Description

1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone features a trifluoromethyl group at the pyridine ring's 6-position, enhancing electron deficiency and metabolic stability. This ketone moiety integrates readily into synthetic routes for pharmaceutical intermediates, offering high reactivity in nucleophilic additions and compatibility with diverse functional groups under standard conditions.

Application

1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via nucleophilic substitution and coupling reactions. Its trifluoromethyl-pyridyl motif imparts enhanced metabolic stability and lipophilicity, while the acetyl group provides a handle for derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable synthesis and process development workflows.

Synthesis

  • Route1
    • N-Methoxy-N-methyl-6-(trifluoromethyl)nicotinamide|CS-0664974
      416852-53-4
    • null|null
      75-16-1
    • ~98%
    • In-stock
      1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone|CS-W018578
      358780-14-0

    References

    • ELI LILLY AND COMPANY Patent: US2012/302608 A1, 2012 ; Location in patent: Page/Page column 12 ;
  • Route2
    • null|null
      358780-13-9
    • In-stock
      Dimethyl malonate|CS-0019394
      108-59-8
    • ~80%
    • In-stock
      1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone|CS-W018578
      358780-14-0

    References

    • F. HOFFMANN-LA ROCHE AG Patent: WO2008/34579 A1, 2008 ; Location in patent: Page/Page column 24-25 ;
  • Route3
    • null|null
      75-16-1
    • In-stock
      6-(Trifluoromethyl)nicotinonitrile|CS-D0795
      216431-85-5
    • ~%
    • In-stock
      1-(6-(Trifluoromethyl)pyridin-3-yl)ethanone|CS-W018578
      358780-14-0

    References

    • US2006/89370 A1, ; Page/Page column 34 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.303
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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