Reaktion #80290

Reaktionsgleichung

ammonia

sulfolane

nitronium tetrafluoroborate

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

→

desired compound

Ausbeute 55.0%

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

Ausbeute 55.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas returned to room temperature
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe organic layer was washed with water
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   SonstigeCrystals obtained by concentration under reduced pressure
6. 6
   Waschenwere washed with hexane

Vorschrift

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.

Quelle