Dimethyl Sulfoxide → HCID 17954678, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.24 ml (3.3 mmol) of dimethyl sulfoxide in 3 ml of anhydrous dichloromethane at −780° C. was added 0.42 ml (2.93 mmol) of trifluoroacetic anhydride in 2 ml of anhydrous dichloromethane and the mixture allowed to stir at −78° C. for 20 min. 0.201 g (0.53 mmol) of 9-(2(S)-Hydroxy-2-phenyl-ethyl)-8,8-dimethyl-2-pyrimidin-4-yl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one in 2 ml of anhydrous dichloromethane was added at −78° C. and stirring continued for 30 min. 0.62 ml (4.47 mmol) of triethylamine was added and the mixture allowed to stir at room temperature for 12 h. Water was added and the mixture extracted with ethyl acetate, the extracts were washed with a saturated aqueous solution of ammonium chloride, a saturated aqueous solution of sodium chloride, dried and evaporated to give crude product. Purification by chromatography on silica gel eluting with ethyl acetate gave 0.045 g (23%) of pure product. Mp.: 203-205° C.

Provenance & Evidence