Methyl 2-(difluoromethyl)pyridine-4-carboxylate → HCID 59536564, compound

Participants

Reaction Steps

Methyl 2-(difluoromethyl)isonicotinate (2.4 g, 12.82 mmol) was dissolved in acetic acid (40 mL). Platinum(IV) oxide (0.291 g, 1.28 mmol) was added and the mixture was hydrogenated at 5 bar and room temperature for 7 h in a Büchi hydrogenation apparatus. The catalyst was removed by filtration, fresh platinum(IV) oxide (210 mg, 0.92 mmol) was added and the hydrogenation was continued at 5 bar and room temperature for 6 h. The catalyst was removed by filtration and the solvent evaporated. The residue was taken up in DCM and the organic phase was washed with satd NaHCO3. The aqueous phase was extracted with DCM and the combined organic phases were filtered through a phase separator and evaporated. Methyl 2-(difluoromethyl)piperidine-4-carboxylate (1.85 g, 75%) was isolated. MS m/z 194 (M+H)+

Provenance & Evidence