Réaction #8196

Équation de réaction

{2-[7-(3-Cyano-pyridin-2-yloxy)-1H-indol-3-yl]-1,1-dimethyl-ethyl}-carbamic acid tert-butyl ester

1,4 dioxane

hydrochloric acid

1,4 dioxane

→

amine

Rendement 83.0%

Amine 12

Rendement 83.0%

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture is cooled to zero degrees Celsius in an ice/water bath
2. 2
   AutreThe solvent is evaporated
3. 3
   Extractionis extracted three times with 50 mL of ethyl acetate
4. 4
   Séchagedried with sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Autrethe solvent removed in vacuo

Mode opératoire

{2-[7-(3-Cyano-pyridin-2-yloxy)-1H-indol-3-yl]-1,1-dimethyl-ethyl}-carbamic acid tert-butyl ester (119 mg, 0.293 mmol) is dissolved in 10 mL of 1,4 dioxane. The mixture is cooled to zero degrees Celsius in an ice/water bath. To the mixture is added 10 mL of 4N hydrochloric acid in 1,4 dioxane, and the resulting mixture is stirred at zero degrees, under nitrogen, for five hours. The solvent is evaporated, and the residue is taken up in water. The pH of the water is adjusted to 9 using sodium bicarbonate, and is extracted three times with 50 mL of ethyl acetate. The organic layers are combined, dried with sodium sulfate, filtered, and the solvent removed in vacuo to give 218 mg of the title amine (83%). FDMS m/e=307 (M++1).

Source