反应详情

A solution of 2-Bromobenzoyl chloride (5.38 g, 24.5 mmol) in 100 ml chloroform was added dropwise at room temperature to a solution of ethyl 7-aminoquinoline-3-carboxylate (2.65 g, 12.25 mmol), 4-N,N-dimethylaminopyridine (150 mg, 1.23 mmol) and pyridine (3.96 ml, 49 mmol) in 100 ml chloroform. The resulting solution was heated under reflux for 4 hr, then cooled to room temperature. The chloroform solution was then washed sequentially with dilute aqueous hydrochloric acid solution, water and brine, dried over anhydrous sodium sulfate and concentrated to dryness in vacuo. The residue was chromatographed on silica gel, eluting with 60:40 hexane/ethyl acetate to yield the title product as a solid foam (2.45 g 50% yield).

1. temperatureThe resulting solution was heated
2. temperatureunder reflux for 4 hr
3. washThe chloroform solution was then washed sequentially with dilute aqueous hydrochloric acid solution, water and brine
4. dry with materialdried over anhydrous sodium sulfate
5. concentrationconcentrated to dryness in vacuo
6. customThe residue was chromatographed on silica gel
7. washeluting with 60:40 hexane/ethyl acetate