5-Chloro-1-methyl-1H-pyrazol-3-amine → N-(5-chloro-1-methyl-1H-pyrazol-3-yl)-3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-phenoxy)-6H-pyridazin-1-yl]-propionamide

Participants

Reaction Steps

Using the method described in Example 11, 3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-phenoxy)-6H-pyridazin-1-yl]-propionic acid (Intermediate 21) and 5-chloro-1-methyl-1H-pyrazol-3-ylamine (Intermediate 6) afforded N-(5-chloro-1-methyl-1H-pyrazol-3-yl)-3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-phenoxy)-6H-pyridazin-1-yl]-propionamide as a white solid (51.7 mg, 30.6%); ES+-HRMS m/e calcd for C23H23N5O3F3Cl [M+H+] 510.1515 found 510.1514. 1H-NMR (300 MHz, DMSO-d6) δ ppm 0.98-1.84 (m, 9H), 1.93 (m, 1H), 2.23 (m, 1H), 3.70 (s, 3H), 5.44 (dd, J=4.4, J=10.4 Hz, 1H), 5.92 (d, J=3.0 Hz, 1H), 6.48 (s, 1H), 7.49-7.64 (m, 2H), 7.83 (t, J=7.9 Hz, 1H), 7.90 (d, J=7.9 Hz, 1H), 8.18 (d, J=3.0 Hz, 1H), 10.95 (s, 1H).

Provenance & Evidence