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

Participants

Reaction Steps

Using the method described in Example 49, 2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-phenyl-propionic acid (Intermediate 30) 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}-2-[4-(2,6-difluoro-phenoxy)-6-oxo-6H-pyridazin-1-yl]-3-phenyl-propionamide as a light yellow solid (1.07 g, 57%); ES+-HRMS m/e calcd for C30H35N5O4SiF2 [M+H+] 596.2499 found 596.2499. 1H NMR (300 MHz, DMSO-d6) δ ppm −0.06 (s, 6H) 0.80 (s, 9H) 3.36-3.50 (m, 2H) 3.86 (t, J=5.1 Hz, 2H) 4.08 (t, J=5.1 Hz, 2H) 5.75-5.88 (m, 1H) 5.93 (d, J=2.7 Hz, 1H) 6.40 (d, J=2.1 Hz, 1H) 7.06-7.53 (m, 8H) 7.56 (d, J=2.1 Hz, 1H) 8.25 (d, J=2.7 Hz, 1H) 10.99 (s, 1H).

Provenance & Evidence