反应详情

Potassium hydroxide (0.699 g, 12.46 mmol) in water (10 mL) was added to a solution of methyl 3-(1,4′-bipiperidin-1′-ylmethyl)-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (1.47 g, 2.493 mmol) in methanol (30 mL). The mixture was heated to reflux for 5 h before the solvent was removed under reduced pressure. The residue was acidified to pH 5-6 with 2N HCl, and the mixture was allowed to stand overnight at room temperature. The solvent was collected by filtration, washed with water, and dried via azeotrope with benzene to give 3-(1,4′-bipiperidin-1′-ylmethyl)-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (0.69 g, 48% yield). 1H NMR (400 MHz, DMSO-d6) δ 8.57 (d, J=1.51 Hz, 1H), 8.09-8.15 (m, 3H), 7.91 (d, J=7.53 Hz, 1H), 7.80 (d, J=7.78 Hz, 1H), 7.69 (t, J=7.65 Hz, 1H), 3.51 (s, 2H), 3.28 (s, 3H), 2.48 (br. s., 2H), 2.33 (br. s., 4H), 2.04 (br. s., 1H), 1.84 (t, J=11.29 Hz, 2H), 1.43 (br. s., 6H), 1.29-1.38 (m, 2H), 0.95-1.11 (m, 2H); MS (m/z) 576.2 (M+H+).

1. temperatureThe mixture was heated
2. temperatureto reflux for 5 h before the solvent
3. customwas removed under reduced pressure
4. filtrationThe solvent was collected by filtration
5. washwashed with water
6. dry with materialdried via azeotrope with benzene