Methyl 2-(2-methyl-4-(trifluoromethyl)phenyl)isonicotinate hydrochloride → Methyl 2-(2-methyl-4-(trifluoromethyl)phenyl)piperidine-4-carboxylate hydrochloride
Reaction equation
[ClH:1].[CH3:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[CH:5][C:4]=1[C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][N:22]=1)[C:16]([O:18][CH3:19])=[O:17]>CO.[Pt](=O)=O>[ClH:1].[CH3:2][C:3]1[CH:8]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:6]=[CH:5][C:4]=1[CH:13]1[CH2:14][CH:15]([C:16]([O:18][CH3:19])=[O:17])[CH2:20][CH2:21][NH:22]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Methyl 2-(2-methyl-4-(trifluoromethyl)phenyl)isonicotinate hydrochloride (9 g, 27.13 mmol) was dissolved in MeOH (50 mL), platinum(IV) oxide (0.185 g, 0.81 mmol) was added and the resulting mixture hydrogenated in a Büchi hydrogenator at 5 bar for 5 h. The catalyst was filtered off and the filtrate evaporated to give methyl 2-(2-methyl-4-(trifluoromethyl)phenyl)-piperidine-4-carboxylate hydrochloride (8 g, 87%) as a yellowish solid. MS m/z 302 (M+H)+