Diisopropylethylamine → HCID 23121832, compound

Participants

Reaction Steps

To a solution of 1,1-dimethylethyl 4-amino-1H-benzimidazole-1-carboxylate (0.12 g, 0.50 mmol) in tetrahydrofuran (10 ml) were added diisopropylethylamine (90 μL, 0.50 mmol) and 4-nitrophenyl chloroformate (0.11 g, 0.50 mmol), and the mixture was stirred at room temperature for 4 hours. Hexahydro-1,1-diphenyl-3H-oxazolo[3,4-a]pyrazin-3-one (88 mg, 0.30 mmol) and diisopropylethylamine (90 μL, 0.50 mmol) were sequentially added thereto, and the mixture was stirred at room temperature overnight. To the reaction solution were added ethyl acetate (50 mL) and a 0.5 M aqueous sodium hydrogen carbonate solution (50 mL), and the obtained crystals were collected by filtration. The crude crystals were sequentially washed with a 0.5 M aqueous sodium hydrogen carbonate solution, water and ethyl acetate to obtain the title compound (0.11 g, yield 65%).

Provenance & Evidence