Hydrochloric Acid → HCID 46204980, compound

Participants

Reaction Steps

1-(2-(Piperidin-3-yl)ethylsulfonyl)-4-(2-(pyrrolidin-1-yl)ethyl)piperidine dihydrochloride (0.15 g, 0.35 mmol) was dissolved in tetrahydrofuran (10 ml) under an inert gas, and triethylamine (0.15 ml, 1.05 mmol) and 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride (0.1 g, 0.42 mmol) were added. The mixture was refluxed for 2 h, saturated sodium bicarbonate solution (10 ml) was then added and the phases were separated. The aqueous phase was extracted with ethyl acetate (20 ml) and the combined organic phases were washed with saturated sodium chloride solution (20 ml), dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography (silica gel) with ethyl acetate/methanol/ammonia (25% aq) (300:100:1) and the hydrochloride was precipitated from an ethanol/ethereal solution with 1.2 eq of trimethylchlorosilane. Yield: 0.15 g (70%). MS, m/z=570.3 [MH]+

Provenance & Evidence