1-Methyl-3-aminopyrazole → 3-cyclopentyl-N-(1-methyl-1H-pyrazol-3-yl)-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 1-methyl-1H-pyrazol-3-ylamine afforded 3-cyclopentyl-N-(1-methyl-1H-pyrazol-3-yl)-2-[6-oxo-4-(2-trifluoromethyl-phenoxy)-6H-pyridazin-1-yl]-propionamide as a white solid (78.7 mg, 65%); ES+-HRMS m/e calcd for C23H24N5O3F3 [M+H+] 476.1904 found 476.1902. 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.06 (m, 1H), 1.26-1.77 (m, 8H), 1.91 (m, 1H), 2.25 (m, 1H), 3.73 (s, 3H), 5.46 (dd, J=4.6, J=10.5 Hz, 1H), 5.92 (d, J=3.0 Hz, 1H), 6.36 (d, J=2.1 Hz, 1H), 7.54 (d, J=2.1 Hz, 1H), 7.56-7.60 (m, 2H), 7.83 (t, J=7.8 Hz, 1H), 7.90 (d, J=7.8 Hz, 1H), 8.17 (d, J=3.0 Hz, 1H), 10.75 (s, 1H).

Provenance & Evidence