HCID 22922163, compound → HCID 22922178, compound

Participants

Reaction Steps

To a solution of 7-chloro-2-[5-{[2-(dimethylcarbamoyl)ethylthio](3-methoxycarbonylpropylthio)methyl}-benzofuran-2-yl]quinoline (0.49 g) in methanol (5 ml), 1N aqueous lithium hydroxide (1.32 ml) was added at ambient temperature under nitrogen atmosphere. After being stirred for 15 hours at ambient temperature, the resulting mixture was concentrated under reduced pressure to give a syrup. The syrup was dissolved in water, washed with diethyl ether, adjusted to pH 4 with diluted aqueous hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure to give a syrup. The syrup was subjected to column chromatography on silica gel and eluted with a mixture of chloroform and methanol. The fractions containing object compound were combined and concentrated in reduced pressure to give a syrup of 7-chloro-2-[5-{(3-carboxypropylthio)[2-(dimethylcarbamoyl)ethylthio]methyl}benzofuran-2-yl]quinoline (0.35 g).

Provenance & Evidence