反应详情

To a stirred solution of 6-(6-amino-3-azabicyclo[3.1.0]hex-3-yl)pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide (0.258 g, 0.90 mmol) in dichloromethane (10 mL) was added 2-trifluoromethylbenzoyl chloride (0.2 mL, 1.00 mmol). The reaction mixture was stirred at ambient temperature for 10 minutes, followed by the addition of triethylamine (0.1 mL, 1.000 mmol). The reaction mixture was stirred at ambient temperature for another 10 minutes. Water (5.0 mL) was added to the mixture and the organic phase was separated, washed with brine, dried over MgSO4 and then concentrated in vacuo. The obtained crude product was purified by column chromatography to yield the title compound as a white powder in 15% yield (0.055 g). 1H NMR (300 MHz, CDCl3) δ 7.97 (t, J=5.5 Hz, 1H), 7.92 (d, J=9.5 Hz, 1H), 7.63-7.42 (m, 4H), 6.67 (d, J=9.4 Hz, 1H), 6.51 (s, 1H), 4.00-3.97 (m, 2H), 3.66 (d, J=10.7 Hz, 2H), 3.51-3.44 (m, 2H), 2.63 (m, 1H), 2.03 (s, 2H), 1.49-1.42 (m, 2H), 0.72-0.66 (m, 1H), 0.45-0.39 (m, 2H), 0.07-0.02 (m, 2H). 13C NMR (75 MHz, CDCl3) δ 170.4, 168.9, 163.4, 158.1, 144.4, 135.4, 135.3, 132.0, 129.9, 128.5, 126.7, 112.5, 127.3, 48.9, 39.6, 34.5, 33.8, 24.5, 8.6, 4.2. MS (ES+) m/z 460 (M+1).

1. stirringThe reaction mixture was stirred at ambient temperature for another 10 minutes
2. customthe organic phase was separated
3. washwashed with brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated in vacuo
6. customThe obtained crude product
7. customwas purified by column chromatography