Potassium Carbonate → HCID 178461463, compound

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Reaction Steps

A A mixture of (3S,5S)-1-(3-chloropropyl)-3,5-dimethylpiperidine, hydrochloride (2.04 g), trans-N,N-dimethyl-4-(4-hydroxyphenyl)cyclohexanamine (1.98 g) and potassium carbonate (5.0 g) in N,N-dimethylformamide is stirred at a temperature close to 60° C. overnight. The precipitate is filtrated. The filtrate is concentrated under reduced pressure, purified by chromatography over silica gel with a gradient dichloromethane/methanol/ammonia from 90/10/1 to 80/20/1. Fractions containing the expected product are pooled, concentrated under reduced pressure to give 2.25 g of (3S,5S)-1-{3-[4-(trans-4-dimethylaminocyclohex-1-yl)phenoxy]propyl}-3,5-dimethylpiperidine. The base is dissolved in ethanol and converted to the hydrochloride by addition of ethanolic hydrogen chloride. Recrystallisation in ethanol affords 1.93 g of (3S,5S)-1-{3-[4-(trans-4-dimethylaminocyclohex-1-yl)phenoxy]propyl}-3,5-dimethylpiperidine, dihydrochloride as a white powder melting at 240° C.

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