1-Methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid → N-(3-fluoro-4-(2-(4-(methylcarbamoyl)phenyl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-1-methyl-2-oxo-1,2-dihydropyridine-3-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 1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid according to the procedure of Example 89. The crude was purified by silica gel flash column chromatography (3% MeOH in CH2Cl2) to afford 11.1 mg (30%) of the desired product. LRMS (ESI pos) m/e 529.2 (M+1). 1H NMR (400 MHz, CDCl3/CD3OD) δ 8.59 (dd, 1H), 8.46 (d, 1H), 8.01 (dd, 1H), 7.94 (m, 2H), 7.88 (m, 3H), 7.67 (s, 1H), 7.47 (m, 1H), 7.36 (t, 1H), 6.64 (m, 2H), 3.75 (s, 3H), 2.98 (s, 3H); 19F NMR (376 MHz, CDCl3/CD3OD) 6-128.2.

Provenance & Evidence