反应详情

A suspension of copper cyanide (17.7 g) and 5-bromo-3-[(1-methylpiperidin-4-yl)thio]-1H-indole (35.5 g, prepared in Example 44) in 1-methylpyrrolidin-2-one (45 ml) is refluxed for 24 hours. After dilution with water, the brown precipitate is separated off and then taken up with a mixture of water (110 ml) and ethylenediamine (170 ml). The blue solution is extracted with ethyl acetate. The organic phase is dried over sodium sulfate and concentrated. The residual oil is chromatographed on silica gel (eluent: AcOEt/iPrNH2 95/5) to give 3-[(1-methylpiperidin-4-yl)thio]-1H-indole-5-carbonitrile (1.5 g), which is converted to the oxalate in ethanol.

1. temperatureis refluxed for 24 hours
2. customAfter dilution with water, the brown precipitate is separated off
3. additiontaken up with a mixture of water (110 ml) and ethylenediamine (170 ml)
4. extractionThe blue solution is extracted with ethyl acetate
5. dry with materialThe organic phase is dried over sodium sulfate
6. concentrationconcentrated
7. customThe residual oil is chromatographed on silica gel (eluent: AcOEt/iPrNH2 95/5)