反应详情

To a suspension of 5-(2-amino-ethylamino)-6-fluoro-3-(1H-pyrrol-2-yl)-1H-benzo[cd]indol-2-one methanesulfonic acid salt (from Example 11 above) (58.04 mg, 0.14 mmol) in CH2Cl2 (5 mL) were added acetaldehyde (Aldrich, 0.39 mg, 0.39 mmol) and sodium cyanoborohydride (Aldrich, 20.0 mg, 0.32 mmol) at room temperature. The reaction mixture was stirred for 1 hour. The reaction was then quenched with water (5 mL) and extracted with ethyl acetate (3×20 mL). The combined organic extracts were successively washed with water (5 mL) and brine (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The crude product was triturated with ethyl acetate and hexanes, filtered, and dried to give 5-(2-diethylamino-ethylamino)-6-fluoro-3-(1H-pyrrol-2-yl)-1H-benzo[cd]indol-2-one as a brown solid. (Yield 12.0 mg, 23.4%).

1. customThe reaction was then quenched with water (5 mL)
2. extractionextracted with ethyl acetate (3×20 mL)
3. washThe combined organic extracts were successively washed with water (5 mL) and brine (5 mL)
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe crude product was triturated with ethyl acetate and hexanes
8. filtrationfiltered
9. customdried