Potassium Carbonate → HCID 67283883, compound

Participants

Reaction Conditions

Reaction Steps

Piperidin-4-yl-carbamic acid tert-butyl ester (3.0 mmol), 2-chloro-5-trifluoromethyl-pyridine (3.0 mmol) and potassium carbonate (8.0 mmol) are dissolved in dimethylsulfoxide (10 mL), and the resulting mixture is stirred at 100° C. for 7 hours. After cooling to room temperature, the mixture is diluted with diethyl ether (30 mL), the precipitate removed by filtration and the filtrate is washed with aqueous saturated sodium hydrogencarbonate solution (2×10 mL). The organic phase is dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue obtained is dissolved in a 1 to 1 mixture of dichloromethane and trifluoroacetic acid (4 mL) and the reaction mixture is stirred for 1 hour at room temperature. The reaction is then concentrated under reduced pressure, the residue obtained is triturated with a 4N solution of hydrogen hydrochloride in dioxane (5 mL). The suspension is concentrated under reduced pressure and the residue obtained is triturated with diethylether. The solid obtained is filtered and dried reduced pressure to afford the desired product (62% yield).

Provenance & Evidence