反应详情

温度

85 °C

Trifluoroacetic acid (1 mL) was added to a solution of 6-{(E)-1-(4-tert-butylphenyl)-2-[(2R)-1-(2,4-dimethoxybenzyl)-5-oxopyrrolidin-2-yl]ethenyl}-2-methoxypyridine-3-carbonitrile (32 mg) in anisole (1 mL), and the mixture was stirred at 85° C. overnight. The solvent was evaporated under reduced pressure, and then the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1→1:5). The resulting compound was dissolved in 1,4-dioxane (1 mL) and 48% hydrobromic acid (1 mL) was added, after which the mixture was stirred at 65° C. for one hour. Saturated aqueous sodium bicarbonate was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:5→chloroform:methanol=5:1) to give the title compound (8 mg, 36%) as a colorless solid.

1. customThe solvent was evaporated under reduced pressure
2. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1→1:5)
3. dissolutionThe resulting compound was dissolved in 1,4-dioxane (1 mL)
4. addition48% hydrobromic acid (1 mL) was added
5. stirringafter which the mixture was stirred at 65° C. for one hour
6. additionSaturated aqueous sodium bicarbonate was added to the reaction solution
7. extractionfollowed by extraction with ethyl acetate
8. washThe organic layer was washed with brine
9. dry with materialdried over anhydrous magnesium sulfate
10. customafter which the solvent was evaporated under reduced pressure
11. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:5→chloroform:methanol=5:1)