Hydrochloric Acid → Methyl 2-((4,4-difluorocyclohexyl)methyl)-isonicotinate hydrochloride

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Reaction Steps

Methyl 2-((4,4-difluorocyclohexyl)methyl)isonicotinate (5 g, 18.6 mmol) was treated with HCl (4 M in dioxane) and evaporated to give methyl 2-((4,4-difluorocyclohexyl)methyl)-isonicotinate hydrochloride (5.6 g, 18.32 mmol) which was dissolved in MeOH (100 mL), then platinum(IV) oxide (0.416 g, 1.83 mmol) was added. The mixture was hydrogenated in a Büchi hydrogenator at 5 bar overnight. The catalyst was filtered off and solvents were evaporated yielding methyl 2-((4,4-difluorocyclohexyl)methyl)piperidine-4-carboxylate hydrochloride (5.1 g, 89%). MS m/z 276 (M+H)+

Provenance & Evidence