HCID 66731716, compound → HCID 66732206, compound

Participants

Reaction Steps

Methyl 2-(4-chlorophenyl)isonicotinate hydrochloride (4.46 g, 15.69 mmol) was dissolved in MeOH (40 mL) and platinum(IV) oxide (0.356 g, 1.57 mmol) added. The resulting mixture was hydrogenated in a Büchi hydrogenator at room temperature and 5 bar for 1 h. The catalyst was filtered off and washed with MeOH and the eluate evaporated leaving a brown solid. The solid was dissolved in DCM and washed with 1 M K2CO3 and brine. The organic layer was dried through a phase-separator and evaporated. The residue was dissolved in DCM and added onto SCX-2 cation exchange columns (4*10 g columns. Each column was washed with DCM, MeOH and then eluted with NH3/MeOH (1 CV each). The NH3/MeOH layer was evaporated yielding methyl 2-(4-chlorophenyl)piperidine-4-carboxylate (3.13 g, 79%). MS m/z 254 (M+H)+

Provenance & Evidence