Hydrochloric Acid → 2-(4-Aminotetrahydro-2H-pyran-4-yl)-1-[(4S)-4-(4-chlorophenyl)-4-hydroxy-3,3-dimethyl-1-piperidinyl]ethanone

Participants

Reaction Steps

To (S)-tert-butyl 4-(2-(4-(4-chlorophenyl)-4-hydroxy-3,3-dimethylpiperidin-1-yl)-2-oxoethyl)tetrahydro-2H-pyran-4-ylcarbamate (from step 3, 0.17 g, 0.35 mmol) was added 4.0N HCl in dioxane (2 mL) at room temperature. Upon completion of addition, the reaction mixture was stirred at room temperature for 24 h. At the conclusion of this period, the reaction mixture was concentrated under reduced pressure and then partitioned between ethyl acetate (20 mL) and 1N NaOH (10 mL). The ethyl acetate layer was separated, washed with brine (20 mL), dried over sodium sulfate and concentrated under reduced pressure to yield the title compound (0.135 g) as a foamy solid. MS (ESI+)=381.1 (M+H)+.

Provenance & Evidence