反应详情

温度

75 °C

A solution of N-(4-chlorobenzyl)-4-hydroxy-6-(4-morpholinylmethyl)-3-quinolinecarboxamide (0.21 gm) from Preparation No. 40 in DMF (4 mL) is treated with cesium carbonate (0.30 gm) and chloromethyl phenyl sulfide (0.08 mL). The mixture is tightly capped and heated to 75° C. for 8 hrs. The reaction mixture is allowed to cool to room temperature, diluted with dichloromethane (50 mL) and washed with water (2×10 mL), brine, dried (Na2SO4) and concentrated under reduced pressure. The crude product is purified by flash column chromatography eluting with 2% to 4% methanol in dichloromethane and then by recrystallization from ethyl acetate-hexanes to afford 0.19 gm of the title compound as a white solid.

1. customThe mixture is tightly capped
2. temperatureto cool to room temperature
3. washwashed with water (2×10 mL), brine
4. dry with materialdried (Na2SO4)
5. concentrationconcentrated under reduced pressure
6. customThe crude product is purified by flash column chromatography
7. washeluting with 2% to 4% methanol in dichloromethane
8. customby recrystallization from ethyl acetate-hexanes