反应详情

Bis-(2-ethoxyethyl)amine (560 μL, 3.13 mmol) was added to a solution of trimethylaluminum in toluene (1.56 mL, 3.13 mmol) and the solution was stirred for 20 minutes. A portion (424 μL) of the resulting solution was added to a solution of 7-chloro-3-(ethoxycarbonyl)pyrazolo[3,4-c][1]benzazepine-4,10(1H,9H)-dione (100 mg, 0.313 mmol) in toluene (780 μL). The resulting solution was stirred for 4.5 hours at room temperature and then quenched with aqueous hydrochloric acid (1.5 mL, 1N) and water (20 mL). The aqueous layer was extracted with ethyl acetate (3×50 mL) and the organic layers were concentrated on a rotary evaporator. The crude product was purified by flash chromatography eluting with chloroform:2-propanol (99:1-80:20) to give the title compound (60.8 mg, 45% yield, m.p. 202° C.).

1. stirringThe resulting solution was stirred for 4.5 hours at room temperature
2. customquenched with aqueous hydrochloric acid (1.5 mL, 1N) and water (20 mL)
3. extractionThe aqueous layer was extracted with ethyl acetate (3×50 mL)
4. concentrationthe organic layers were concentrated on a rotary evaporator
5. customThe crude product was purified by flash chromatography
6. washeluting with chloroform:2-propanol (99:1-80:20)