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

Participants

Reaction Steps

Using the method described in Example 17, 2-[4-(2-cyano-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-cyclopentyl-propionic acid (Intermediate 58) and 1-(3-amino-pyrazol-1-yl)-2-methyl-propan-2-ol (Intermediate 1) afforded 2-[4-(2-cyano-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-cyclopentyl-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-propionamide as a white solid (0.83 g, 58%); ES+-HRMS m/e calcd for C26H30N6O4 [M+H+] 491.2402 found 491.2402. 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.05 (s, 3H), 1.06 (s, 3H), 1.08 (m, 1H), 1.28-1.76 (m, 8H), 1.94 (m, 1H), 2.29 (m, 1H), 3.89 (s, 2H), 4.67 (s, 1H), 5.49 (dd, J=4.3, J=10.9 Hz, 1H), 6.08 (d, J=2.8 Hz, 1H), 6.41 (d, J=2.3 Hz, 1H), 7.53 (d, J=2.3 Hz, 1H), 7.54 (td, Jo=7.7 Hz, Jm=0.9 Hz, 1H), 7.58 (d, Jo=8.1 Hz, 1H), 7.81-7.91 (m, 1H), 8.03 (dd, Jo=7.7 Hz, Jm=1.6 Hz, 1H), 8.24 (d, J=2.8 Hz, 1H), 10.83 (s, 1H).

Provenance & Evidence