Dimethylformamide → HCID 68281588, compound

Participants

Reaction Steps

957 mg of cesium carbonate and 685 mg of o-diphenylphosphinylhydroxylamine are successively added to a suspension of 500 mg of 2-[2-(2,3-dihydro-1H-indol-1-yl)-2-oxoethyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one (which can be obtained according to the previous step) in 5 ml of dimethylformamide. The reaction mixture is stirred at ambient temperature for 2 hours and then diluted with 10 ml of water and extracted with dichloromethane (3×25 ml). The organic phases are combined and then dried over anhydrous magnesium sulfate, filtered, and then concentrated to dryness under reduced pressure. The residue is purified by silica column chromatography, elution being carried out with a mixture of dichloromethane and methanol (95/05). The fractions of interest containing the product are combined and then evaporated under reduced pressure, and 154 mg of 3-amino-2-[2-(2,3-dihydro-1H-indol-1-yl)-2-oxoethyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one are obtained in the form of a pale yellow solid, the characteristics of which are the following:

Provenance & Evidence