Butylamine → {(1S,2S,4S)-4-Butylcarbamoyl-1-[4-(2-chloro-5-fluorophenyl)-2,2-dimethyl-5-oxopiperazin-1-ylmethyl]-2-hydroxy-5-methylhexyl}carbamic acid t-butyl ester

Participants

Reaction Conditions

Reaction Steps

0.89 ml of n-butylamine (9.5 mmol) and 28 mg of 2-hydroxypyridine (0.48 mmol) were added to 250 mg of {(S)-2-[4-(2-chloro-5-fluorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamic acid t-butyl ester obtained in Example (62f) (0.48 mmol), and the mixture was stirred at 70° C. for one hour. The reaction mixture was cooled and then water was added, followed by extraction with ethyl acetate. Then, the organic layer was washed with brine and then dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent:methylene chloride/methanol=20/1) to obtain 254 mg of the title compound (yield: 89%).

Provenance & Evidence