Diisopropylamine → HCID 23122071, compound

Participants

Reaction Steps

Hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one (0.15 g, 0.50 mmol) was dissolved in tetrahydrofuran (5 mL). Triethylamine (0.14 mL, 1.0 mmol) and 2-bromoethyl chlorocarbonate (0.10 g, 0.55 mmol) were added thereto, and the mixture was stirred at room temperature for 1 hour. Diisopropylamine (0.36 mL, 2.0 mmol), N,N-dimethylformamide (5 mL) and 1,2,3,6-tetrahydropyridine (0.23 mL, 2.5 mmol) were sequentially added thereto, and the mixture was stirred at room temperature for 24 hours. To the reaction solution was added ethyl acetate, and the resulting mixture was washed with a 0.5 M aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified with amino silica gel column chromatography (hexane:ethyl acetate=9:1 to ethyl acetate), and then crystallized from diisopropyl ether to obtain the title compound (0.13 g, yield 59%).

Provenance & Evidence