反应详情

To a solution of 5-isopropoxy-2-(3-(piperidin-4-ylidenemethyl)phenoxy)pyridine (0.18 g, 0.55 mmol) in DMSO (3 mL) was added phenyl pyridazin-3-ylcarbamate (0.118 g, 0.55 mmol) followed by triethylamine (0.235 mL, 1.692 mmol). The resulting mixture was stirred at RT for 12 h. The reaction mixture was diluted with water and extracted with EtOAc. The organic extract was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (30% acetone, 70% hexane) to give the title compound (0.13 g, 52.6%). 1H NMR (500 MHz, CDCl3): δ 8.80 (s, 1H), 8.30 (s, 1H), 7.86 (d, J=3 Hz, 1H), 7.40 (m, 1H), 7.31 (t, J=8 Hz, 1H), 7.28 (m, 1H), 6.93 (m, 3H), 6.86 (d, J=8.5 Hz, 1H), 6.40 (s, 1H), 4.45 (q, J=6 Hz, 1H), 3.67 (m, 2H), 3.57 (m, 2H), 2.6 (m, 2H), 2.46 (m, 2H), 1.33 (d, J=6 Hz, 6H). 13C NMR (125 MHz, CDCl3): δ 157.33, 156.57, 155.18, 150.69, 138.70, 137.37, 135.54, 129.41, 128.33, 128.03, 125.0, 124.58, 120.63, 118.43, 112.45, 71.65, 45.64, 44.62, 35.75, 29.13, 21.96; m/z (446.2, M+ H+); HPLC: 98.5%.

1. extractionextracted with EtOAc
2. extractionThe organic extract
3. dry with materialwas dried over Na2SO4
4. concentrationconcentrated under reduced pressure
5. customThe residue was purified by silica gel column chromatography (30% acetone, 70% hexane)