Morpholine → HCID 23121824, compound

Participants

Reaction Steps

Hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one (0.17 g, 0.58 mmol) was dissolved in toluene (1.5 mL). 2-Bromoethyl isocyanate (0.10 g, 0.67 mmol) was added thereto, and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate), and the fractions were collected and concentrated. The residue was dissolved in N,N-dimethylformamide (2 mL), morpholine (0.20 g, 3.9 mmol) was added thereto, and the mixture was stirred at 60° C. for 16 hours. To the reaction solution was added ice water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and concentrated under reduced pressure. The residue was purified with amino silica gel column chromatography (ethyl acetate), and crystallized from hexane to obtain the title compound (66 mg, yield 26%).

Provenance & Evidence