HCID 66731965, compound → HCID 66731845, compound

Participants

Reaction Steps

To a solution of methyl 2-(3-fluoro-5-(trifluoromethyl)benzyl)isonicotinate (4.5 g, 14.37 mmol) in acetic acid (50 mL) was added platinum(IV) oxide (0.36 g, 1.59 mmol) and the resulting mixture hydrogenated at 5 bar in a Büchi hydrogenator for 3 h 45 min. The reaction mixture was filtered through a diatomeous earth filter carton and the catalyst washed with methanol. The solvents were evaporated, the residue dissolved in DCM and washed with 10% Na2CO3. After phase separation the aqueous layer was extracted with DCM. The combined organic layers were dried over MgSO4 and evaporated. Methyl 2-(3-fluoro-5-(trifluoro-methyl)benzyl)piperidine-4-carboxylate (4.11 g, 90%) was isolated as a pale yellow oil that partially solidified upon standing. MS m/z 320 (M+H)+

Provenance & Evidence