反应详情

A solution of N-benzyloxy-4-chloro-2-cyclopropylamino-5-fluoro-benzamide (Example D-3, 3.00 g, 8.96 mmol) in 1,4-dioxane (50 mL) was reacted with a 20% solution of phosgene (7.00 mL, 9.86 mmol) in toluene in a sealed tube. The mixture was heated to reflux for 24 hours, then cooled and quenched with H2O. The mixture was extracted three times with ethyl acetate, the organic layers combined, dried with sodium sulfate, and concentrated. The residue was then purified by column chromatography (silica gel, 1:1 hexanes/ethyl acetate) to provide 1.5 g of the title compound as a solid.

1. temperatureThe mixture was heated
2. temperatureto reflux for 24 hours
3. temperaturecooled
4. customquenched with H2O
5. extractionThe mixture was extracted three times with ethyl acetate
6. dry with materialdried with sodium sulfate
7. concentrationconcentrated
8. customThe residue was then purified by column chromatography (silica gel, 1:1 hexanes/ethyl acetate)