反应详情

温度

40 °C

Heat a mixture 5,7-dihydropyrido[2,3-d][3]benzazepin-6-one (22.5 g, 106.9 mmol) and dimethylformamide (500 mL) to 100° C. for 5 minutes. Cool to 40° C., add cesium carbonate (104.3 g, 320.1 mmol) and (2-bromoethoxy)-tert-butyldimethylsilane (29.9 mL, 138.9 mmol) and stir at ambient temperature overnight. Heat to 60° C. for approximately 2 hours, and then cool to ambient temperature. Partition the residue between ethyl acetate (1 L) and water (3 L), back extract from aqueous layer with ethyl acetate (2×500 mL), wash combined organics with brine (2×500 mL). Dry combined organics over sodium sulfate and concentrate. Purify the residue by flash chromatography, eluting with ethyl acetate:hexane (0:100 to 100:0) to give the title compound as an oil (39.4 g, 106.9 mmol, 89%). MS (m/z): 369 (M+1).

1. temperatureHeat to 60° C. for approximately 2 hours
2. temperaturecool to ambient temperature
3. customPartition the residue between ethyl acetate (1 L) and water (3 L)
4. extractionback extract from aqueous layer with ethyl acetate (2×500 mL)
5. washwash
6. customDry
7. concentrationconcentrate
8. customPurify the residue by flash chromatography
9. washeluting with ethyl acetate:hexane (0:100 to 100:0)