3-(2-Methoxyethyl)-2,4(1H,3H)-Quinazolinedione synthesis

Yield:77093-97-1 76.4%

Reaction Conditions:

with 1,1'-carbonyldiimidazole in tetrahydrofuran at 20; for 12 h;

Steps:

2 Synthesis of 3-(2-methoxyethyl)quinazoline-2,4(1H,3H)-dione

The 2-amino-N-(2-methoxyethyl)benzamide (1.500 g, 7.723 mmol) prepared in the step 1 and 1,1'-carbonyldiimidazole (CDI, 1.252 g, 7.723 mmol) were dissolved in tetrahydrofuran (20 mL) at room temperature, after which the resulting solution was stirred at the same temperature for 12 hours. Water was poured into the reaction mixture, and an extraction was performed with ethyl acetate. An organic layer was washed with saturated sodium chloride aqueous solution, then dehydrated with anhydrous sodium sulfate, then filtered, and then concentrated under reduced pressure. The resulting concentrate was purified via column chromatography (SiO₂, 12 g cartridge; ethyl acetate/hexane = 0 to 30%), and concentrated to obtain a title compound (1.300 g, 76.4%) in a white solid form

References:

WO2020/240493,2020,A1 Location in patent:Page/Page column 231-232