Реакция #80290

Уравнение реакции

ammonia

sulfolane

nitronium tetrafluoroborate

allyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate

→

desired compound

Выход 55.0%

Allyl 5-[(4,6-Dimethoxypyrimidin-2-yl)oxy]-2-methyl-3-nitroindol-4-carboxylate

Выход 55.0%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Другоеwas returned to room temperature
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   ПромывкаThe organic layer was washed with water
4. 4
   Сушкаdried over anhydrous sodium sulfate
5. 5
   ДругоеCrystals obtained by concentration under reduced pressure
6. 6
   Промывкаwere washed with hexane

Методика

2.0 g of allyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate was dissolved in 25 ml of acetonitrile, and the solution was cooled to -30° C. 16.3 ml of a 0.5M sulfolane solution of nitronium tetrafluoroborate was dropwise added thereto, and the mixture was stirred for 5 hours. After adding 2 ml of aqueous ammonia, the mixture was returned to room temperature and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. Crystals obtained by concentration under reduced pressure, were washed with hexane to obtain 1.23 g (yield: 55%) of the desired compound.

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