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CS-W001157 4
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3-(Trifluoromethyl)pyridin-4(1H)-one

  • CAS No. 140899-19-0

  • Cat. No. CS-0046229
  • Purity≥95%
  • MDL No.MFCD13185668

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

3-(Trifluoromethyl)pyridin-4(1H)-one|CS-0046229

Structure of 140899-19-0

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General Information

  • CAS No. 140899-19-0
  • Cat. No. CS-0046229
  • Purity ≥95%
  • MDL No. MFCD13185668
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄F₃NO
  • Molecular Weight 163.10
  • Synonym(s) 3-(trifluoromethyl)pyridin-4-ol
  • SMILES O=C1C(C(F)(F)F)=CNC=C1

Description

3-(Trifluoromethyl)pyridin-4(1H)-one features a trifluoromethyl group at the 3-position of a pyridin-4-one scaffold, imparting enhanced electron-withdrawing character and metabolic stability. This moiety serves as a key building block in medicinal chemistry, integrating readily into bioactive scaffolds via coupling reactions. The compound exhibits good solubility in common organic solvents and maintains stability under standard bench conditions.

Application

3-(Trifluoromethyl)pyridin-4(1H)-one serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles due to its orthogonal reactivity and metabolic stability. The trifluoromethyl group enhances lipophilicity and membrane permeability, while the pyridinone scaffold participates reliably in Suzuki-Miyaura, Buchwald-Hartwig, and nucleophilic substitution reactions. Bench-stable and readily purified by flash chromatography or recrystallization, it functions efficiently in late-stage functionalization and API precursor development.

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   1.3937
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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