反应详情

温度

50 °C

3-(Aminomethyl)-1-N-Boc-pyrrolidine (2.5 g, 12.5 mmol) was added to the stock solution of (Z)-ethyl 3-(dimethylamino)-2-(3-iodobenzoyl)acrylate (Intermediate 24, 0.34M, 34 mL, 11.3 mmol). The reaction mixture was heated at 50° C. for 3 h. The solvent was removed in vacuo and the resulting residue was dried in a vacuum oven for 1.5 h. The residue was then dissolved in dimethylformamide (20 mL) and potassium carbonate powder (2.2 g, 15.8 mmol) was added. The reaction mixture was heated at 70° C. for 3 h then cooled to room temperature. Water (100 mL) was added and the suspension was extracted with 1:1 ethyl acetate: methyl tert-butyl ether (3×50 mL). The organic layers were dried over sodium sulfate, and the solvent was removed in vacuo. The residue was suspended in methyl tert-butyl ether (20 mL) and stirred at 40° C. for 1 h. The suspension was filtered and the solid dried to give 4.15 g (70% yield) of ethyl 1-((1-(tert-butoxycarbonyl)pyrrolidin-3-yl)methyl)-6-iodo-4-oxo-1,4-dihydroquinoline-3-carboxylate as a yellowish powder.

1. customThe solvent was removed in vacuo
2. customthe resulting residue was dried in a vacuum oven for 1.5 h
3. dissolutionThe residue was then dissolved in dimethylformamide (20 mL)
4. temperatureThe reaction mixture was heated at 70° C. for 3 h
5. temperaturethen cooled to room temperature
6. extractionthe suspension was extracted with 1:1 ethyl acetate
7. dry with materialThe organic layers were dried over sodium sulfate
8. customthe solvent was removed in vacuo
9. filtrationThe suspension was filtered
10. customthe solid dried