反应详情

In Ar atmosphere, 2-bromo-1-(4-bromophenyl)ethanone (2 g, 7.2 mmol) was dissolved in acetonitrile (18 ml) under Ar atmosphere, added with (S)-1-acetylpyrrolidine-2-carboxylic acid (1.1 g, 7.2 mmol) and DIPEA (1.4 g, 10.8 mmol) at 0° C., and agitated at a room temperature for 4 hours. The reaction termination was confirmed by TLC (Hex:EA=2:1) and performed by vacuum evaporation to remove the solvent. The concentrated solution was added with ethylacetate (20 mL) and washed with H2O. The aqueous layer was extracted with ethylacetate (10 mL) and the organic layer was dried with Na2SO4, filtered and concentrated with vacuum evaporation. The product was transferred to a pressure tube, dissolved in xylene (20 mL) and agitated at 160° C. for 2 hours with addition of NH4OAc (2.8 g, 10.8 mmol). The reaction termination was confirmed by TLC (HX:EA=1:1), cooled to a room temperature and concentrated with vacuum evaporation. The concentrated solution was added with dichloromethane (DCM, 20 mL) and washed with H2O (10 mL). The aqueous layer was extracted with DCM (10 mL), and the organic layer was collected. The collected organic layer was dried with Na2SO4, filter and concentrated. The concentrated solution was purified with column chromatograph(Hex/EA=1:1), to obtain the subject compound (1.93 g. 80%).

1. customperformed by vacuum evaporation
2. customto remove the solvent
3. additionThe concentrated solution was added with ethylacetate (20 mL)
4. washwashed with H2O
5. extractionThe aqueous layer was extracted with ethylacetate (10 mL)
6. dry with materialthe organic layer was dried with Na2SO4
7. filtrationfiltered
8. concentrationconcentrated with vacuum evaporation
9. customThe product was transferred to a pressure tube
10. dissolutiondissolved in xylene (20 mL)
11. temperaturecooled to a room temperature
12. concentrationconcentrated with vacuum evaporation
13. additionThe concentrated solution was added with dichloromethane (DCM, 20 mL)
14. washwashed with H2O (10 mL)
15. extractionThe aqueous layer was extracted with DCM (10 mL)
16. customthe organic layer was collected
17. dry with materialThe collected organic layer was dried with Na2SO4
18. filtrationfilter
19. concentrationconcentrated
20. customThe concentrated solution was purified with column chromatograph(Hex/EA=1:1),
21. customto obtain the subject compound (1.93 g. 80%)