6-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide → 6-[3-(2-Trifluoromethylphenylcarbamoyl)azetidin-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 azetidine-3-carboxylic acid (2-trifluoromethylphenyl)amide 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 11% yield. 1H NMR (300 MHz, CDCl3) δ 8.14 (d, J=8.2 Hz, 1H), 8.02 (d, J=9.2 Hz, 1H), 8.0 (m, 1H), 7.65-7.55 (m, 3H), 7.27 (m, 1H), 6.65 (d, J=9.2 Hz, 1H), 4.4-4.5 (m, 4H), 3.75-3.65 (m, 1H), 3.6-3.5 (m, 2H), 1.5 (q, J=7.5 Hz, 2H), 0.75-0.70 (m, 1H), 0.5-0.4 (m, 2H), 0.10-0.06 (m, 2H). 13C NMR (75 MHz, CDCl3) δ 169.9, 163.2, 160.5, 145.1, 134.5, 133.0, 126.6, 126.3, 125.2, 111.2, 55.0, 39.6, 36.0, 34.5, 8.6, 4.2. MS (ES+) m/z 434 (M+1).

Provenance & Evidence