Cesium carbonate → HCID 57389530, compound

Participants

Reaction Conditions

Reaction Steps

To 0.500 g (1.643 mmol) of (S)-2-methyl-7-(morpholin-4-yl)-2-(trifluoromethyl)-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one, in solution in 15 cm3 of acetonitrile, are added at a temperature close to 20° C., 1.185 g (16.43 mmol) of isobutylene oxide and 0.535 g (16.43 mmol) of cesium carbonate. After 1 hour of stirring at 120° C. and 1 hour 30 mins at 130° C. in a microwave appliance, the reaction medium is dry concentrated under reduced pressure (2.7 kPa) and then diluted in 30 cm3 of ethyl acetate and then washed with twice 20 cm3 of distilled water and 30 cm3 of solution saturated with sodium chloride. The organic phase is dried on anhydrous magnesium sulfate, filtered and dry concentrated under reduced pressure (2.7 kPa) in order to obtain a pale yellow oil which is purified by flash chromatography on silica [eluent: dichloromethane/methanol/acetonitrile (94/3/3 by volume)]. After concentration of the fractions under reduced pressure (2.7 kPa), 500 mg of (S)-1-(2-hydroxy-2-methyl-propyl)-2-methyl-7-(morpholin-4-yl)-2-(trifluoro-methyl)-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)-one are obtained as a white solid melting at 72° C. and including the following characteristics:

Provenance & Evidence