反应详情

温度

65 °C

48% hydrobromic acid (1.5 mL) was added to a solution of (5R)-5-[(E)-2-(4-tert-butylphenyl)-2-{5-[4-(dimethylamino)butyl]-6-methoxypyridin-2-yl}ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one in 1,4-dioxane (2 mL), and the mixture was stirred at 65° C. for 30 minutes. The reaction solution was poured into saturated aqueous sodium bicarbonate, 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. A solution of the residue in trifluoroacetic acid (4 mL) and anisole (2 mL) was stirred at 80° C. for five hours. The reaction solution was poured into saturated aqueous sodium bicarbonate, followed by extraction with chloroform. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=100:1→3:1) and solidified with diethyl ether-hexane to give the title compound as a light yellow amorphous (13 mg, 12% (four steps)).

1. extractionfollowed by extraction with ethyl acetate
2. washThe organic layer was washed with brine
3. dry with materialdried over anhydrous magnesium sulfate
4. customafter which the solvent was evaporated under reduced pressure
5. stirringA solution of the residue in trifluoroacetic acid (4 mL) and anisole (2 mL) was stirred at 80° C. for five hours
6. additionThe reaction solution was poured into saturated aqueous sodium bicarbonate
7. extractionfollowed by extraction with chloroform
8. washThe organic layer was washed with brine
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationfiltered
11. customafter which the solvent was evaporated under reduced pressure
12. customThe residue was purified by silica gel column chromatography (chloroform:methanol=100:1→3:1)