反应详情

温度

65 °C

A round bottomed flask was charged with 1-(3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}propyl)-5-isoquinolinecarbonitrile (D12; 417 mg, 1.28 mmol), ethanol (10 ml), sodium bicarbonate (107 mg, 12.8 mmol) and hydroxylamine hydrochloride (710 mg, 10.2 mmol). The vessel was fitted with a reflux condenser and warmed to 65° C. overnight. The resulting slurry was diluted with ethyl acetate and filtered through celite. The filtrate was concentrated in vacuo to give a yellow oil that was purified by flash column chromatography on silica using 0% to 100% ethyl acetate in cyclohexane as eluent. The relevant fractions were pooled and concentrated in vacuo to give the title compound as a yellow solid (280 mg).

1. customThe vessel was fitted with a reflux condenser
2. filtrationfiltered through celite
3. concentrationThe filtrate was concentrated in vacuo
4. customto give a yellow oil that
5. customwas purified by flash column chromatography on silica using 0% to 100% ethyl acetate in cyclohexane as eluent
6. concentrationconcentrated in vacuo