6-Chloropyridazine-3-carboxylic acid pentylamide → HCID 86617126, compound

Participants

Reaction Steps

Following the procedure as described in Example 1, making variations only as required to use 6-chloropyridazine-3-carboxylic acid pentylamide in place of 6-chloropyridazine-3-carboxylic acid (2-cyclopropylethyl)amide to react with piperidin-4-yl-(2-trifluoromethylphenyl)amine, the title compound was obtained as a white powder in 37% yield. 1H NMR (300 MHz, DMSO-d6) δ 8.79 (t, J=5.4 Hz, 1H), 7.94 (d, J=9.9 Hz, 1H), 7.66 (d, J=9.6 Hz, 1H), 7.50-7.40 (m, 2H), 7.05-7.02 (m, 1H), 6.72 (t, J=7.5 Hz, 1H), 4.48 (d, J=13.2 Hz, 2H), 3.83 (br., s, 1H), 3.34-3.26 (m, 4H), 2.02 (d, J=10.8 Hz, 2H), 1.65-1.50 (m, 4H), 1.37-1.16 (m, 4H), 0.86 (t, J=6.3 Hz, 3H). 13C NMR (75 MHz, DMSO-d6) δ 162.0, 157.3, 144.4, 144.1, 133.6, 127.9, 126.8, 126.5, 123.2, 116.5, 115.7, 113.0, 112.2, 48.9, 44.5, 30.6, 28.8, 28.6, 21.8, 13.9. MS (ES+) m/z 436.2 (M+1-HCl).

Provenance & Evidence