反应详情

A mixture of 1.25 g (3.29 mmol) of 7-chloro-6-nitro-4-oxo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-3-quinolinecarbonitrile and 1.07 g (8.2 mmol) of 4-(2-aminoethyl)-morpholine in 21 mL of acetonitrile is heated at reflux temperature for 17 hours. After cooling, the mixture is concentrated under reduced pressure and the residue is partitioned between methylene chloride and brine. The separated organic layer is dried over sodium sulfate and filtered. Removal of the solvent yields a residue which is flash chromatographed (elution with methylene chloride, then a gradient of 99:1 to 98:2 methylene chloride/methanol), giving 966 mg (61.9%) of the product as a yellow solid, mp 294-216° C.

1. temperatureis heated
2. temperatureat reflux temperature for 17 hours
3. temperatureAfter cooling
4. concentrationthe mixture is concentrated under reduced pressure
5. customthe residue is partitioned between methylene chloride and brine
6. dry with materialThe separated organic layer is dried over sodium sulfate
7. filtrationfiltered
8. customRemoval of the solvent
9. customyields a residue which
10. customchromatographed (
11. washelution with methylene chloride