Hydrochloric Acid → HCID 67025901, compound

Participants

Reaction Conditions

Reaction Steps

To a solution under nitrogen of 0.169 ml (1.2 mmol) of diisopropylamine in 2.5 ml of THF, maintained at −30° C., is added 0.75 ml (1.2 mmol) of n-butyllithium (1.6 M solution in hexane) over 10 minutes. After stirring for 15 minutes at −30° C., 0.172 ml (1.57 mmol) of 1,3-dimethyl-2-imidazolidinone is added, at −60° C., over 15 minutes. Next, 88.43 mg (1.09 mmol) of cyclobutanecarbonitrile dissolved in 0.75 ml of THF are added over 10 minutes, at −70° C. The orange solution obtained is stirred for one hour at −70° C., after which 245 mg (1.09 mmol) of the compound prepared in Example 1d dissolved in 0.75 ml of THF are added over 10 minutes. After stirring for 2 hours at −70° C., the orange reaction medium is poured into 15 ml of water, acidified with 1N HCl and extracted with ethyl ether. The organic phase is washed with water, dried over Na2SO4 and concentrated under vacuum to give a yellow oil. After purification by flash chromatography on silica gel, in dichloromethane, 141 mg of a pale yellow oil are obtained.

Provenance & Evidence