Tert-butyl 4-(trifluoromethanesulfonyloxy)-1,2,3,6-tetrahydropyridine-1-carboxylate → HCID 71114188, compound

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Reaction Steps

Following the general procedure, tert-butyl 4-[2-(4-(trifluoromethyl)phenyl]benzo[d]oxazol-6-yl)-5,6-dihydropyridine-1(2H)-carboxylate (260 mg) was prepared from intermediate 55 (420 mg, 1.08 mmol) and tert-butyl 4-(trifluoromethylsulfonyloxy)-5,6-dihydropyridine-1(2H)-carboxylate (358 mg, 1.08 mmol). tert-butyl 4-[2-(4-(trifluoromethyl)phenyl]benzo[d]oxazol-6-yl)-5,6-dihydropyridine-1(2H)-carboxylate (260 mg, 0.58 mmol) was dissolved in methanol (8 ml) and added Pd/C (5%) (520 mg). This mixture was stirred under H2 pressure (6.5 kg) for 12 h. Combined methanol fractions were evaporated on rotavapour to obtain the crude. Crude was purified on combiflash using a gradient mixture of EtOAc and Petether (1:9) as eluent to afford the titled compound (150 mg) as a white solid. M. P.: 174-179° C. MS (m/z): 446.46 [M+H]+.

Provenance & Evidence