反应详情

To a solution of 463 mg of N-{(2R)-1-{[tert-butyl (dimethyl)silyl]oxy}-2-[2-(difluoromethyl)-2H-tetrazol-5-yl]propan-2-yl}-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxamide in 8 ml of THF was added 1 ml of a 1 M tetrabutylammonium fluoride/THF solution, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, followed by extraction with chloroform. The organic layer was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography. To the obtained crude product was added ethyl acetate, and diisopropyl ether was further added thereto. The mixture was stirred for 1 hour in an oil bath at 85° C., left to be cooled to room temperature, and stirred overnight. The insoluble materials were collected by filtration and the solid was washed with diisopropyl ether to obtain 260 mg of 8-[(2,6-difluorobenzyl)oxy]-N-{(2R)-2-[2-(difluoromethyl)-2H-tetrazol-5-yl]-1-hydroxypropan-2-yl}-2-methylimidazo[1,2-a]pyridine-3-carboxamide.

1. extractionfollowed by extraction with chloroform
2. concentrationThe organic layer was concentrated under reduced pressure
3. customthe obtained residue was purified by silica gel column chromatography
4. customTo the obtained crude product
5. additionwas further added
6. stirringThe mixture was stirred for 1 hour in an oil bath at 85° C.
7. waitleft
8. temperatureto be cooled to room temperature
9. stirringstirred overnight
10. filtrationThe insoluble materials were collected by filtration
11. washthe solid was washed with diisopropyl ether