4-[2-(Trifluoromethyl)phenoxy]piperidine → N-(2-Cyclopropylethyl)-6-{4-[2-(trifluoromethyl)phenoxy]piperidin-1-yl}pyridazine-3-carboxamide

Participants

Reaction Steps

Following the procedure as described in Example 1, making variations only as required to use 4-(2-trifluoromethylphenoxy)piperidine in place of piperidin-4-yl-(2-trifluoromethylphenyl)amine to react with 6-chloropyridazine-3-carboxylic acid (2-cyclopropylethyl)amide, the title compound was obtained as a white powder in 44% yield. 1H NMR (300 MHz, CDCl3) δ 7.97 (d, J=9.5 Hz, 1H), 7.56 (d, J=7.9 Hz, 1H), 7.46 (t, J=7.2 Hz, 1H), 7.00-6.96 (m, 3H), 4.78 (t, J=4.7 Hz, 1H), 4.03-3.95 (m, 2H), 3.83-3.74 (m, 2H), 3.56-3.50 (m, 2H), 2.00-1.98 (m, 4H), 1.51-1.45 (m, 2H), 0.75-0.70 (m, 1H), 0.46-0.40 (m, 2H), 0.09-0.04 (m, 2H). 13C NMR (75 MHz, CDCl3) δ 163.2, 159.9, 154.9, 144.4, 133.2, 127.5, 127.4, 126.8, 120.2, 113.5, 112.1, 71.35, 41.1, 39.6, 34.6, 29.5, 8.7, 4.2 MS (ES+) m/z 457 (M+Na).

Provenance & Evidence