反应详情

To a suspension of 2-amino-4′-bromoacetophenone hydrochloride 17 (5.0 g, 20.0 mmol) in DCM (150 mL) was added DIPEA (2.6 g, 20 mmol) at room temperature. After stirred for 10 minutes, the suspension became yellow solution. To another flask charged with a DCM (100 mL) solution of N-Boc-L-Proline (5.2 g, 24.0 mmol) was added HOBt.H2O (3.7 g, 24.0 mmol) at room temperature. EDC.HCl (4.6 g, 24.0 mmol) was added to the proline mixture and the mixture was continually stirred at room temperature for 30 minutes. The above-mentioned yellow solution was added to the proline mixture and stirred at room temperature overnight. The resulting mixture was filtered through Celite® to remove the precipitate. The filtrate was extracted with H2O/DCM, and the organic layer was washed with brine, dried over MgSO4, and filtered. After being concentrated under reduced pressure, the crude product was purified by column chromatography (ethyl acetate: n-hexane=2:5) to yield pure product 18a as a yellow gel (7.4 g).

1. customat room temperature
2. stirringthe mixture was continually stirred at room temperature for 30 minutes
3. stirringstirred at room temperature overnight
4. filtrationThe resulting mixture was filtered through Celite®
5. customto remove the precipitate
6. extractionThe filtrate was extracted with H2O/DCM
7. washthe organic layer was washed with brine
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. concentrationAfter being concentrated under reduced pressure
11. customthe crude product was purified by column chromatography (ethyl acetate: n-hexane=2:5)