反应详情

To a solution of 6,11-dihydro-5H-pyrido[2,3-b][1,5] benzodiazepine (3 g, 15.2 mmol) in N,N-dimethylformamide under nitrogen were added solid potassium carbonate (6.3 g, 45.6 mmol). The mixture was treated dropwise with a solution of the crude 4-bromo-2-chlorobenzoyl chloride (22.9 mmol) in N,N-dimethylformamide. After stirring at room temperature for 15 minutes, water was added under stirring. The resulting solid was collected, dissolved in chloroform, and the solution washed with 1N NaOH and brine. The organic layer was dried over anhydrous sodium sulfate and evaporated to dryness. The residue (purple foam) was dissolved in dichloromethane and absorbed onto a silica Merck-60 flash column. Elution with 20% ethyl acetate in hexane provided 3.4 g of the title compound as a foam which crystallized as a white solid by trituration from ethanol-ether, m.p. 165-168° C.

1. stirringunder stirring
2. customThe resulting solid was collected
3. dissolutiondissolved in chloroform
4. washthe solution washed with 1N NaOH and brine
5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
6. customevaporated to dryness
7. dissolutionThe residue (purple foam) was dissolved in dichloromethane
8. customabsorbed onto a silica Merck-60 flash column
9. washElution with 20% ethyl acetate in hexane