反应详情

N-[1,1-Dimethyl-2-(3-nitro-7-benzyloxyquinolin-4-ylamino)ethyl]methanesulfonamide (14.8 g, 33.3 mmol) was mixed with acetonitrile (300 mL) and added to a Parr flask; 5% platinum on carbon (2 g) was added. The reaction was flushed with nitrogen and placed under hydrogen pressure (40 psi, 2.8×105 Pa) for 5.5 hours with the hydrogen replaced after two hours. An analysis by TLC indicated the presence of starting material. Additional acetonitrile (200 mL) and 5% platinum on carbon (2 g) were added, and the reaction was placed under hydrogen pressure overnight. The reaction mixture was filtered through a layer of CELITE filter aid, and the filter cake was washed with acetonitrile. The filtrate was concentrated under reduced pressure. Toluene and dichloromethane were added and removed under reduced pressure twice to yield 12.6 g of N-[2-(3-amino-7-benzyloxyquinolin-4-ylamino)-1,1-dimethylethyl]methanesulfonamide as a foam.

1. additionadded to a Parr flask
2. customThe reaction was flushed with nitrogen
3. customfor 5.5 hours
4. additionAdditional acetonitrile (200 mL) and 5% platinum on carbon (2 g) were added
5. custompressure overnight
6. filtrationThe reaction mixture was filtered through a layer of CELITE
7. filtrationfilter aid
8. washthe filter cake was washed with acetonitrile
9. concentrationThe filtrate was concentrated under reduced pressure
10. additionToluene and dichloromethane were added
11. customremoved under reduced pressure twice