Potassium Hydroxide → HCID 19081249, compound

Participants

Reaction Steps

To a solution of N-[(3RS)-2,3-dihydro-5-(2-fluorophenyl)-1-(3-methoxycarbonylpyridin-2-yl)methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-methylphenyl)urea (0.35 g) in 1,4-dioxane (13 ml) was added an aqueous solution of potassium hydroxide (0.35 g in 5 ml of water) at room temperature and the mixture was stirred overnight at ambient temperature. The resultant mixture was concentrated in vacuo and the residue was taken up with 10 ml water and washed with isopropyl ether. The aqueous layer was adjusted to pH 7.0 with 10% citric acid aqueous solution and extracted with chloroform. The organic layer was dried over sodium sulfate, filtered and concentrarted in vacuo. The crude compound was purified by column chromatography on silica gel with a mixture of chloroform and methanol to give N-[(3RS)-2,3-dihydro-5-(2-fluorophenyl)-1-(3-hydroxycarbonyl-pyridin-2-yl)methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-N'-(3-methylphenyl)urea as a yellow form, which was triturated by isopropyl ether and collected by suction (0.08 g).

Provenance & Evidence