Hydrochloric Acid → Methyl 2-(3,4-difluorophenyl)piperidine-4-carboxylate hydrochloride

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Reaction Steps

Methyl 2-(3,4-difluorophenyl)isonicotinate (5.821 g, 23.36 mmol) was dissolved in hydrogen chloride (1.25 M in MeOH) (37.4 mL, 46.72 mmol) and stirred at room temperature for 30 min. The solvent was evaporated in vacuo. The remaining HCl salt was redissolved in MeOH (20 mL), platinum(IV) oxide (0.159 g, 0.70 mmol) was added and the reaction mixture hydrogenated in a Büchi hydrogenator at 5 bar and room temperature for 6 h. The catalyst was filtered off, washed with MeOH and the filtrate evaporated in vacuo to yield methyl 2-(3,4-difluorophenyl)piperidine-4-carboxylate hydrochloride (6.10 g, 90%) as a pale solid. MS m/z 256 (M+H)+.

Provenance & Evidence