反应详情

温度

100 °C

To a mixture of (1.2 eq.) cesium carbonate and 1-[2-(6-bromo-quinolin-4-yl)-1-(6-methyl-pyridin-2-yl)-ethylideneamino]-pyrrolidin-2-one (33.3 g, 78.7 mmol) add 300 mL dry N,N-dimethylformamide. Stir the mixture 20 hours at 100° C. The mixture may turn dark during the reaction. Remove the N,N-dimethylformamide in vacuo. Partition the residue between water and methylene chloride. Extract the aqueous portion with additional methylene chloride. Filter the organic solutions through a 300 mL silica plug, eluting with 1.5 L methylene chloride, 1.5 L ethyl acetate and 1.5 L acetone. Combine the appropriate fractions and concentrate in vacuo. Collect the resulting precipitate by filtration to yield 22.7 g (71.2%) of the desired subtitled intermediate as an off-white solid. MS ES+=405 (M+1).

1. customThe mixture may turn dark during the reaction
2. customRemove the N,N-dimethylformamide in vacuo
3. customPartition the residue between water and methylene chloride
4. extractionExtract the aqueous portion with additional methylene chloride
5. filtrationFilter the organic solutions through a 300 mL silica plug
6. washeluting with 1.5 L methylene chloride, 1.5 L ethyl acetate and 1.5 L acetone
7. concentrationconcentrate in vacuo
8. customCollect the resulting precipitate
9. filtrationby filtration