反应详情

To a solution of 2-cyano-2-(3,4-dichloro-5-oxo-2,5-dihydrofuran-2-yl)acetamide (0.5 g) in methanol (5 ml) was added a solution (3 ml) of 1-[3-(methylsulfonyl)phenyl]methanamine hydrochloride (1.4 g) and triethylamine (0.9 ml) in ethanol at room temperature, and the mixture was stirred for 24 hr. The reaction solvent was evaporated under reduced pressure, DMSO (5 ml) was added, and the mixture was stirred at 80° C. for 4 hr. The solvent was evaporated under reduced pressure and partitioned between ethyl acetate and water. The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=4/1-1/0). 2N Hydrochloric acid-methanol solution (1 ml) was added to the obtained yellow oil at room temperature, and the precipitated crystals were filtered and recrystallized to give the title compound (78 mg).

1. customThe reaction solvent was evaporated under reduced pressure, DMSO (5 ml)
2. additionwas added
3. stirringthe mixture was stirred at 80° C. for 4 hr
4. customThe solvent was evaporated under reduced pressure
5. custompartitioned between ethyl acetate and water
6. dry with materialThe organic layer was dried over magnesium sulfate
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=4/1-1/0)
9. addition2N Hydrochloric acid-methanol solution (1 ml) was added to the obtained yellow oil at room temperature
10. filtrationthe precipitated crystals were filtered
11. customrecrystallized