反应详情

A solution of N-(4-chlorobenzyl)-6-(chloromethyl)-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide (0.06 gm) from Preparation No. 35 in dry NMP (2 mL) containing diisopropylethylarnine (0.04 mL) is treated with α-(methylaminomethyl)-benzyl alcohol (0.04 gm). The reaction mixture is shaken at room temperature for 3 days then concentrated under reduced pressure. The residue is partioned between dichloromethane and water. The separated organic layer is washed with two additional portions of water, brine, dried (Na2SO4) and concentrated under reduced pressure. The residue is adsorbed onto silica and purified by flash column chromatography eluting with 2% to 6% methanol in dichloromethane and then by recrystallization from ethyl acetate-hexanes to afford 0.05 gm of the title compound as a white solid.

1. concentrationthen concentrated under reduced pressure
2. washThe separated organic layer is washed with two additional portions of water, brine
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated under reduced pressure
5. custompurified by flash column chromatography
6. washeluting with 2% to 6% methanol in dichloromethane
7. customby recrystallization from ethyl acetate-hexanes