反应详情

2-Amino-3-(2-chlorophenyl)propanoic acid hydrochloride (4.97 g, 1 eq) was dissolved in water/acetonitrile (84 mL/84 mL) and triethylamine (5.91 mL, 2 eq) was then added. 1-Cyclopropyl-5-chloroisatoic anhydride (5.00 g, 1 eq) was then added in about 10 portions giving time between each addition for the previous portion to dissolve. After all of the anhydride was added the reaction was stirred at room temperature overnight. Any solids present after reaction were filtered off. The filtrate was concentrated in vacuo, azeotroped with acetonitrile, re-dissolved in AcOH (210 mL) and heated to 130° C. for 6 h. The crude mixture was then concentrated, and the residue was washed with NaHCO3(aq), stirring the mixture for a while before collecting the solid by filtration. The crude product was chromatographed (gradient: 3:1 hex:EtOAc to EtOAc) delivering the product (126 mg, 2% yield).

1. customgiving time
2. additionbetween each addition for the previous portion
3. dissolutionto dissolve
4. customafter reaction
5. filtrationwere filtered off
6. concentrationThe filtrate was concentrated in vacuo
7. customazeotroped with acetonitrile
8. dissolutionre-dissolved in AcOH (210 mL)
9. temperatureheated to 130° C. for 6 h
10. concentrationThe crude mixture was then concentrated
11. washthe residue was washed with NaHCO3(aq)
12. stirringstirring the mixture for a while
13. custombefore collecting the solid
14. filtrationby filtration
15. customThe crude product was chromatographed (gradient: 3:1 hex:EtOAc to EtOAc)