Piperidin-4-yl(2-(trifluoromethyl)phenyl)methanone → 6-[4-(2-Trifluoromethylbenzoyl)piperidin-1-YL]-pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide

Participants

Reaction Steps

Following the procedure as described in Example 1, making variations only as required to use piperidin-4-yl-(2-trifluoromethylphenyl)methanone 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 42% yield. 1H NMR (300 MHz, CDCl3) δ 8.0 (d, J=10.0 Hz, 1H), 7.99 (m, 1H), 7.72 (m, 1H), 7.60 (m, 2H), 7.40 (m, 1H), 6.97 (d, J=10.0 Hz, 1H), 4.49 (m, 2H), 3.53 (q, J=7.0 Hz, 2H), 3.24-3.07 (m, 4H), 2.1-1.9 (m, 3H), 1.85-1.65 (m, 2H), 1.5 (q, J=7.0 Hz, 2H), 0.75 (m, 1H), 0.48-0.42 (m, 2H), 0.09-0.07 (m, 2H). 13C NMR (75 MHz, CDCl3) δ 205.3, 174.6, 163.2, 159.9, 144.6, 138.9, 130.3, 128.9, 127.5, 127.1, 127.0, 121.7, 112.2, 65.8, 51.9, 48.0, 44.5, 39.6, 34.5, 27.1, 8.6, 4.2. MS (ES+) m/z 447.2 (M+1).

Provenance & Evidence