反应详情

A solution of (R)-[2-(7-diethylcarbamoyl-1H-indol-3-yl)-1-methyl-2-oxoethyl]carbamic acid 9H-fluoren-9-ylmethyl ester (10.24 g, 20.1 mmol) in a mixture of acetonitrile (134 mL) and 2-propanol (7.7 ml) is added sodium borohydride (3.80 g, 100 mmol) in portions at room temperature with stirring, and the mixture is refluxed for 4 hours. The reaction solution is cooled to room temperature, and thereto is added dropwise methanol (200 ml). The reaction mixture is concentrated to dryness under reduced pressure. To the residue are added ethyl acetate and water, and the mixture is stirred. The organic layer is separated, washed with a saturated brine, and dried over anhydrous sodium sulfate. The solvent is evaporated under reduced pressure, and the residue is purified by silica gel column chromatography (methanol/(a saturated ammonia solution in chloroform)=1/100) to give the desired (R)-3-(2-aminopropyl)-1H-indole-7-carboxylic acid diethylamide (3.60 g, yield: 66%).

1. temperaturethe mixture is refluxed for 4 hours
2. concentrationThe reaction mixture is concentrated to dryness under reduced pressure
3. additionTo the residue are added ethyl acetate and water
4. stirringthe mixture is stirred
5. customThe organic layer is separated
6. washwashed with a saturated brine
7. dry with materialdried over anhydrous sodium sulfate
8. customThe solvent is evaporated under reduced pressure
9. customthe residue is purified by silica gel column chromatography (methanol/(a saturated ammonia solution in chloroform)=1/100)