Реакция #157829

Уравнение реакции

(5R)-5-[(E)-2-(5-amino-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one

sodium bicarbonate

→

(5R)-5-[(E)-2-(5-amino-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]pyrrolidin-2-one

Выход 44.0%

Растворители

trifluoroacetic acid

anisole

Условия реакции

Обработка

1. 1
   Экстракцияfollowed by extraction with ethyl acetate
2. 2
   ПромывкаThe organic layer was washed with brine
3. 3
   Сушкаdried over anhydrous magnesium sulfate
4. 4
   Другоеafter which the solvent was evaporated under reduced pressure
5. 5
   ДругоеThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→1:4)

Методика

A solution of (5R)-5-[(E)-2-(5-amino-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one (198 mg) in trifluoroacetic acid (4 mL) and anisole (2 mL) was stirred at 80° C. for six hours. 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=4:1→1:4) to give (5R)-5-[(E)-2-(5-amino-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]pyrrolidin-2-one as a light brown solid (61 mg, 44%).

Источник