反应详情

A mixture of 2.2 g 1-(4-fluorophenyl)-1,4-di -hydro-4-oxo-7-(4-pyridinyl)-3-quinolinecarboxamide (Example 1h) and molar excess amounts of formaldehyde and diethylamine in 100 ml ethanol was heated at reflux for two days. The ethanol was removed and the residual product chromatographed on silica gel. The column was eluted with 10% isopropyl alcohol in chloroform; starting material was eluted first followed by fractions containing the desired N-diethylaminomethyl compound. The latter was recrystallized from ethyl acetate to give 0.9 g N-(diethylaminomethyl)-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-7-(4-pyridinyl)-3-quinolinecarboxamide, m.p. 193195° C.

1. temperaturewas heated
2. temperatureat reflux for two days
3. customThe ethanol was removed
4. customthe residual product chromatographed on silica gel
5. washThe column was eluted with 10% isopropyl alcohol in chloroform
6. washstarting material was eluted first
7. additioncontaining the desired N-diethylaminomethyl compound
8. customThe latter was recrystallized from ethyl acetate