2-Phenoxybenzoic acid → N-(3-fluoro-4-(2-(3-(4-methylpiperazin-1-yl)prop-1-ynyl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-2-phenoxybenzamide

Participants

Reaction Steps

Prepared from 3-fluoro-4-(2-(3-(4-methylpiperazin-1-yl)prop-1-ynyl)thieno[3,2-b]pyridin-7-yloxy)aniline (Example 17, Step B) and 2-phenoxybenzoic acid according to the procedure of Example 89. The crude was purified by silica gel flash column chromatography (10% MeOH in CH2Cl2) to afford 25 mg (67%) of the desired product. LRMS (ESI pos) m/e 593.3 (M+1). 1H-NMR (400 MHz, CDCl3) δ 8.92 (s, 1H), 8.48 (d, 1H), 8.36 (d, 1H), 7.87 (dd, 1H), 7.58 (s, 1H), 7.46 (t, 3H), 7.29 (m, 3H), 7.21 (d, 1H), 7.17 (m, 2H), 6.91 (d, 1H), 6.51 (dd, 1H), 3.60 (s, 2H), 2.52-2.71 (m, 8H), 2.32 (s, 3H); 19F NMR (376 MHz, CDCl3) δ −126.7.

Provenance & Evidence