反应详情

A solution of racemic (2′S, 3S, 4′R)-6-chloro-4′-[5-chloro-2-(1-hydroxycarbonyl-1-ethyl-propoxy)-phenyl]-2′-(5-chloro-2-methyl-phenyl) spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (150 mg, 0.244 mmol) and CDI (80 mg, 0.49 mmol) in DMF (2 mL) was heated at 60° C. for 2 h. Then to this solution was added a mixture of methanesulfonamide (231 mg, 2.44 mmol) and NaH (78 mg, 60%, 1.95 mmol) in DMF (3 mL), which had been stirred at room temperature for 2 h. After stirred at room temperature for 1 h, the reaction mixture was poured into water and acidified to “pH” 2-3 by addition of aqueous concentrated HCl solution. The mixture was partitioned between ethyl acetate and water. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate twice. The combined organic extracts were dried over anhydrous Na2SO4, concentrated and the residue was purified by flash column chromatography to give the title compound as a white solid (10 mg).

1. additionThen to this solution was added
2. stirringAfter stirred at room temperature for 1 h
3. customThe mixture was partitioned between ethyl acetate and water
4. customThe organic layer was separated
5. extractionthe aqueous layer was extracted with ethyl acetate twice
6. dry with materialThe combined organic extracts were dried over anhydrous Na2SO4
7. concentrationconcentrated
8. customthe residue was purified by flash column chromatography