反应详情

A solution of Na2S2O4 (10.3 g, 50.4 mmol) in water (40 mL) was added to a solution of tert-butyl 2-[(2-chloro-3-nitroquinolin-4-yl)amino]ethylcarbamate (3.70 g, 10.1 mmol). A white solid precipitated immediately and after 30 min the precipitate was removed by filtration. The filtrate was concentrated under reduced pressure, was diluted with saturated aqueous sodium bicarbonate, and was extracted with dichloromethane three times. The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, and concentrated to a pale yellow oil. Purification by flash chromatography (silica gel, gradient elution with 2:1 to 1:1 hexanes/ethyl acetate) afforded tert-butyl 2-[(3-amino-2-chloroquinolin-4-yl)amino]ethylcarbamate (2.14 g) as a colorless oil.

1. customA white solid precipitated immediately and after 30 min the precipitate
2. customwas removed by filtration
3. concentrationThe filtrate was concentrated under reduced pressure
4. additionwas diluted with saturated aqueous sodium bicarbonate
5. extractionwas extracted with dichloromethane three times
6. washThe combined organic layers were washed with brine
7. dry with materialdried over magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated to a pale yellow oil
10. customPurification
11. washby flash chromatography (silica gel, gradient elution with 2:1 to 1:1 hexanes/ethyl acetate)