Diisopropyl Ether → HCID 118308762, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 180 mg of N-[1-{[tert-butyl (diphenyl)silyl]oxy}-2-(2H-tetrazol-5-yl)propan-2-yl]-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxamide in 3 ml of DMF were added 100 mg of potassium carbonate and 50 μl of 2,2-dimethyloxirane, followed by stirring at 60° C. for 4 hours and then at 100° C. overnight. To the reaction mixture were added 100 mg of potassium carbonate and 50 μl of 2,2-dimethyloxirane, followed by stirring at 140° C. for 1 hour under the microwave irradiation condition. To the reaction mixture was added 50 μl of 2,2-dimethyloxirane, followed by stirring at 150° C. for 1 hour under the microwave irradiation condition. To the reaction mixture was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was then evaporated. The obtained residue was purified by silica gel column chromatography. To the obtained crude product were added ethyl acetate and diisopropyl ether, and the insoluble materials were collected by filtration and dried under reduced pressure to obtain 42 mg of 8-[(2,6-difluorobenzyl)oxy]-N-{1-hydroxy-2-[2-(2-hydroxy-2-methylpropyl)-2H-tetrazol-5-yl]propan-2-yl}-2-methylimidazo[1,2-a]pyridine-3-carboxamide.

Provenance & Evidence