2-(4-Fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxylic acid → N-(3-fluoro-4-(2-(4-(methylcarbamoyl)phenyl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxamide

Participants

Reaction Steps

Prepared from 4-(7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)-N-methylbenzamide (Example 95, Step A) and 2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxylic acid (Example 104, Step C) according to the procedure of Example 89. The crude was purified by silica gel flash column chromatography (3% MeOH in CH2Cl2) to afford 12.5 mg (40%) of the desired product. LRMS (APCI pos) m/e 610.2 (M+1). 1H-NMR (400 MHz, CDCl3/CD3OD) δ 8.46 (d, 1H), 8.41 (d, 1H), 8.33 (d, 1H), 8.01 (dd, 1H), 7.94 (m, 2H), 7.87 (m, 3H), 7.65 (m, 2H), 7.47 (m, 1H), 7.37 (t, 1H), 7.28 (t, 2H), 6.63 (d, 1H), 2.98 (s, 3H); 19F NMR (376 MHz, CDCl3/CD3OD) δ −112.8, −127.6.

Provenance & Evidence