Réaction #80291

Équation de réaction

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

hydrochloric acid

tin

→

desired product

Rendement 79.3%

Allyl 3-Amino-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methylindol-4-carboxylate

Rendement 79.3%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   FiltrationThe solid was filtered off
2. 2
   Concentrationresidue was concentrated under reduced pressure
3. 3
   Extractionextracted with ethyl acetate
4. 4
   LavageThe organic layer was washed with water
5. 5
   Séchagedried over anhydrous sodium sulfate
6. 6
   AutreThe residue obtained by concentration under reduced pressure
7. 7
   Autrewas crystallized from isopropyl ether

Mode opératoire

3.4 g of allyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-2-methyl-3-nitroindol-4-carboxylate was dissolved in 50 ml of methanol, and 5 ml of concentrated hydrochloric acid was added thereto. Then, 4.9 g of tin powder was gradually added at room temperature. Them, the mixture was stirred at room temperature for 12 hours. The solid was filtered off, and then residue was concentrated under reduced pressure and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous sodium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from isopropyl ether to obtain 2.5 g (yield: 79%) of the desired product. mp: 132°-135° C.

Source