Hydrochloric Acid → (+/-)-3-[2-(4-Amino-2-fluoro-phenyl)-2-oxo-ethyl]-2-methyl-5-phenyl-5-propyl-3,5-dihydro-imidazol-4-one

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Reaction Conditions

Reaction Steps

(+/−)-N-{3-fluoro-4-[2-(2-methyl-5-oxo-4-phenyl-4-propyl-4,5-dihydro-imidazol-1-yl)-acetyl]-phenyl}-acetamide (956 mg, 1.8 mmol) is dissolved in 10 mL ethanol and concentrated hydrochloric acid (192 uL, 1.9 mmol) is added. The mixture is heated to 100° C. in the microwave oven (Biotage Initiator) for 30 min. Subsequently the solvent is evaporated and the residue is suspended in concentrated sodium hydrogen carbonate solution and dichloromethane. This mixture is extracted three times with dichloromethane. The organic phase is dried with sodium sulfate, filtrated and evaporated to yield (+/−)-3-[2-(4-amino-2-fluoro-phenyl)-2-oxo-ethyl]-2-methyl-5-phenyl-5-propyl-3,5-dihydro-imidazol-4-one (325 mg, 40%) as light brown foam. LC/MS at 254 nm; [M+H] 368; Rt 2.616 min.

Provenance & Evidence