3-cyclohexyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid → N-{1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1H-pyrazol-3-yl}-3-cyclohexyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionamide

Participants

Reaction Steps

Using the method described in Example 49, 3-cyclohexyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 33) and 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1H-pyrazol-3-ylamine (Intermediate 3) afforded N-{1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-1H-pyrazol-3-yl}-3-cyclohexyl-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-propionamide as a white solid (1.42 g, 65%); ES+-HRMS m/e calcd for C30H41N5O4SiF2 [M+H+] 602.2969 found 602.2971. 1H NMR (300 MHz, DMSO-d6) δ ppm −0.07 (s, 6H) 0.80 (s, 9H) 0.84-1.30 (m, 6H) 1.63 (br s, 5H) 1.75-1.92 (m, 1H) 2.04-2.21 (m, 1H) 3.85 (t, J=5.1 Hz, 2H) 4.06 (t, J=5.1 Hz, 2H) 5.54 (dd, J=10.7, 4.1 Hz, 1H) 6.03 (d, J=2.7 Hz, 1H) 6.36 (d, J=2.1 Hz, 1H) 7.33-7.52 (m, 3H) 7.53 (d, J=2.1 Hz, 1H) 8.28 (d, J=2.7 Hz, 1H) 10.73-10.91 (m, 1H).

Provenance & Evidence