2-(4-Fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxylic acid → HCID 178434456, compound

Participants

Reaction Steps

Prepared by a 2-step process from 3-fluoro-4-(1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-yloxy)aniline (obtained from Example 5, Step D) and 2-(4-fluorophenyl)-3-oxo-2,3-dihydropyridazine-4-carboxylic acid (prepared as in Example 19, Step C) according to the method of Example 21, Steps A and B. The crude material was purified by silica gel flash column chromatography (2% MeOH in CH2Cl2) to afford 25 mg (68% for 2-step process) of the desired product. LRMS (ESI pos) m/e 475.2 (M+1). 1H-NMR (400 MHz, CD3OD/CDCl3) δ 8.42 (d, 1H), 8.33 (d, 1H), 8.24 (d, 1H), 7.99 (dd, 1H), 7.64 (m, 2H), 7.46 (m, 1H), 7.34 (d, 1H), 7.28 (m, 2H), 6.26 (d, 1H), 2.75 (s, 3H); 19F NMR (376 MHz, CD3OD/CDCl3) δ −112.6, −127.6.

Provenance & Evidence