1-Methyl-5-(trifluoromethyl)-1H-pyrazol-3-amine → 3-cyclopentyl-N-(1-methyl-5-trifluoromethyl-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 17, 3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-phenoxy)-6H-pyridazin-1-yl]-propionic acid (Intermediate 21) and 1-methyl-5-trifluoromethyl-1H-pyrazol-3-ylamine (Intermediate 9) afforded 3-cyclopentyl-N-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-2-[6-oxo-4-(2-trifluoromethyl-phenoxy)-6H-pyridazin-1-yl]-propionamide as a yellow solid (35.3 mg, 10%); ES+-HRMS m/e calcd for C24H23N5O3F6 [M+Na+] 566.1597 found 566.1596. 1H-NMR (400 MHz, CDCl3) δ ppm 1.08-1.24 (m, 2H), 1.44-1.84 (m, 7H), 2.24 (t, J=7.5 Hz, 2H), 3.85 (s, 3H), 5.56 (t, J=7.5 Hz, 1H), 5.98 (d, J=3.0 Hz, 1H), 7.06 (s, 1H), 7.21 (d, J=7.9 Hz, 1H), 7.44 (t, J=7.9 Hz, 1H), 7.65 (t, J=7.9 Hz, 1H), 7.77 (d, J=7.9 Hz, 1H), 7.94 (d, J=3.0 Hz, 1H), 8.79 (s, 1H).

Provenance & Evidence