3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-benzyl)-6H-pyridazin-1-yl]-propionic acid → 3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-2-[6-oxo-4-(2-trifluoromethyl-benzyl)-6H-pyridazin-1-yl]-propionamide

Participants

Reaction Steps

Using the method described in Example 17, 3-cyclopentyl-2-[6-oxo-4-(2-trifluoromethyl-benzyl)-6H-pyridazin-1-yl]-propionic acid (Intermediate 63) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-2-[6-oxo-4-(2-trifluoromethyl-benzyl)-6H-pyridazin-1-yl]-propionamide as an off-white solid (77 mg, 61%); ES+-HRMS m/e calcd for C27H32N5O3F3 [M+H+] 532.2530, found 532.2530. 1H-NMR (300 MHz, DMSO-d6) δ ppm 1.04 (s, 3H), 1.06 (s, 3H), 1.08 (m, 1H), 1.21-1.74 (m, 8H), 1.90 (m, 1H), 2.26 (m, 1H), 3.88 (s, 2H), 4.09 (s, 2H), 4.66 (s, 1H), 5.46 (dd, J=3.9, J=10.6 Hz, 1H), 6.29-6.42 (m, 2H), 7.38-7.59 (m, 3H), 7.70 (t, J=7.4 Hz, 1H), 7.79 (d, J=7.4 Hz, 1H), 7.92 (d, J=2.1 Hz, 1H), 10.79 (s, 1H).

Provenance & Evidence