Diisopropylethylamine → HCID 131722998, compound

Participants

Reaction Steps

To a suspension of the dihydrochloride salt of 3-[4-(4-fluorophenyl)piperidin-1-yl]propylamine (77 mg, 0.25 mmol) (see Example 1) and (4S, 5R) 4-(3,4-difluorophenyl)-5-(imidazol-1-ylmethyl)-2-oxo-oxazolidine-3-carboxylic acid (4-nitrophenyl) ester (112 mg, 0.25 mmol) in dry, degassed N,N-dimethylformamide (1 mL) was added N,N-diisopropylethylamine (88 μL, 0.50 mmol). The reaction mixture was stirred at ambient temperature for 20 h when the volatiles were removed under reduced pressure. The residue was dissolved in ethyl acetate (50 mL) and washed with 10% aqueous sodium carbonate solution (6×50 mL), brine (1×50 mL), dried over magnesium sulfate and filtered. The volatiles were removed under reduced pressure to give a foam. The hydrochloride salt was prepared according to standard procedures to afford (4S, 5R)-4-(3,4-difluorophenyl)-5-imidazol-1-ylmethyl-2-oxo-oxazolidine-3-carboxylic acid{3-[4-(4-fluorophenyl)piperidin-1-yl]propyl}amide as a solid.

Provenance & Evidence