3-Amino-propyl-4,4-diphenyl piperidine → HCID 54285979, compound

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Reaction Steps

To a solution of 3-amino-propyl-4,4-diphenyl piperidine (0.04 g, 0.1 mmol) in 5 mL of THF was added 4-(3-chloro-4-fluorophenyl)-2-oxo-oxazolidine-3-carboxylic acid-4-nitro-phenyl ester (0.04 g, 0.12 mmol) and the resulting yellow solution was stirred under argon atmosphere for 3 h at room temperature. The solvent was removed in vacuo and the residue was purified by column chromatography over silica gel with 50% hexane/EtOAC followed by 5% MeOH in EtOAC as the eluting systems (Rf=0.45, 1:3 MeOH/EtOAC) to obtain 4-(3-Chloro-4-fluoro-phenyl)-2-oxo-oxazolidine-3-carboxylic acid [3-(4,4-diphenyl-piperidin-1-yl)-propyl]-amide as white foam (wt=0.03 g). It was converted into its hydrochloride salt. M.P. 112-115° C.; Anal. Calcd. for C30H32N3O 3Cl2F.0.5 CHCl3: C, 57.95; H, 5.18; N, 6.65. Found: C, 58.06; H, 5.74; N, 6.30.

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