反应详情

To a solution of propylene oxide (0.07 ml, 1.04 mmol) in methylene chloride (10 ml) was added BBr3 (0.29 ml, 3.11 mmol) under ice-cooling, and the mixture was stirred for 30 minutes. To the mixture was added N-[1-butyl-2-oxo-4-[2-methoxy-5-{3-(diethylamino)-1-propynyl}phenyl]-1,2-dihydropyridin-3-yl]-N′-(2,6-diisopropylphenyl)urea (303 mg, 0.518 mmol), and the mixture was stirred under reflux for 4 hours. To the reaction solution was added a 10% aqueous sodium hydroxide solution, and the mixture was acidified with 3N hydrochloric acid. The mixture was extracted with chloroform, and the extract was washed with a saturated aqueous sodium chloride solution, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:30) to give the title compound (77 mg, <26%) as colorless crystals.

1. temperaturecooling
2. stirringthe mixture was stirred
3. temperatureunder reflux for 4 hours
4. extractionThe mixture was extracted with chloroform
5. washthe extract was washed with a saturated aqueous sodium chloride solution
6. dry with materialdried over magnesium sulfate
7. customThe solvent was evaporated under reduced pressure
8. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:30)