反応 #80290

反応方程式

ammonia

sulfolane

nitronium tetrafluoroborate

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

→

desired compound

収率 55.0%

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

収率 55.0%

溶媒

acetonitrile

反応条件

後処理

1. 1
   その他was returned to room temperature
2. 2
   抽出extracted with ethyl acetate
3. 3
   洗浄The organic layer was washed with water
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   その他Crystals obtained by concentration under reduced pressure
6. 6
   洗浄were washed with hexane

実験手順

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.

出典