Hydrochloric Acid → HCID 66732599, compound

Participants

Reaction Steps

Methyl 2-(4-chloro-3-fluorophenyl)isonicotinate (1.473 g, 5.54 mmol) was suspended in MeOH (30 mL) and hydrogen chloride (1.25 M in MeOH, 9.86 mL, 11.09 mmol) was added dropwise during stirring. The solvent was evaporated after 15 min and the HCl salt redissolved in MeOH (10 mL) and platinum(IV) oxide (0.063 g, 0.28 mmol) added. The resulting mixture was hydrogenated in a Büchi hydrogenator at room temperature and 5 bar for 1.5 h. Platinum(IV) oxide (0.038 g, 0.17 mmol) was added and the hydrogenation continued for 1 h. The catalyst was filtered off and washed with MeOH. The solvent was evaporated in vacuo yielding methyl 2-(4-chloro-3-fluorophenyl)piperidine-4-carboxylate hydrochloride (1.639 g, 96%) as a white solid. MS m/z 272 (M+H)+

Provenance & Evidence