反应详情

A stirred solution of 8-(4-methyl-piperazin-1-yl)-3-phenylsulfonylquinoline (E1) (0.148 g, 0.4 mmol), 1-chloroethyl chloroformate (0.093 ml, 0.85 mmol) and N,N-diisopropylethylamine (0.148 ml, 0.85 mmol) in 1,2-dichloroethane (9 ml) was heated at reflux for 1.25 h under argon. The reaction mixture was cooled to ambient temperature and concentrated in vacuo to an oil. The oil was purified by chromatography over silica gel eluting with a gradient of methanol/dichloromethane, pooling fractions which contained the major component (Rf 0.9, methanol/dichloromethane 1:19). The purified material was redissolved in methanol (15 ml) and the solution was refluxed for 1 h under argon. The reaction mixture was cooled to ambient temperature and concentrated in vacuo to a solid which was stirred with diethyl ether (5 ml) and filtered to afford the title compound (E2) (0.08 g, 0.21 mmol, 51%);

1. temperatureat reflux for 1.25 h under argon
2. concentrationconcentrated in vacuo to an oil
3. customThe oil was purified by chromatography over silica gel eluting with a gradient of methanol/dichloromethane, pooling fractions which
4. dissolutionThe purified material was redissolved in methanol (15 ml)
5. temperaturethe solution was refluxed for 1 h under argon
6. temperatureThe reaction mixture was cooled to ambient temperature
7. concentrationconcentrated in vacuo to a solid which
8. filtrationfiltered