Réaction #3253

Équation de réaction

6-(((dimethylamino)ethyl)amino)-3-hydroxy-7H-indeno[2,1-c]quinoline-7-on

pivaloyl chloride

water

→

title compound

Rendement 83.8%

6-(((dimethylamino)ethyl)amino)-3-(pivaloyloxy)-7H-indeno[2,1-c]quinoline-7-on

Rendement 83.8%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Lavageto wash the organic layer, which
2. 2
   Séchagewas dried over magnesium sulfate
3. 3
   Autreevaporated
4. 4
   AutreThe residue was purified by silica gel column chromatography (eluent; chloroform:ethanol=10:1(v/v)) and
5. 5
   Autrecrystallized from hexane

Mode opératoire

To a solution of 6-(((dimethylamino)ethyl)amino)-3-hydroxy-7H-indeno[2,1-c]quinoline-7-on obtained in example 3 (100 mg, 0.3 mmol) in dichloromethane (10 ml) was added 4-dimethylaminopyridine (100 mg, 0.8 mmol) and pivaloyl chloride (37 μl, 0.3 mmol), and the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added water to wash the organic layer, which was dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (eluent; chloroform:ethanol=10:1(v/v)) and crystallized from hexane to give 105 mg (yield: 80.0%) of title compound. The physicochemical properties thereof are shown in table 1.

Source