2-Ethoxypyridine-5-boronic Acid → 1-(1,3-Dimethyl-1H-pyrazol-4-yl)-8-(6-ethoxy-pyridin-3-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

Participants

Reaction Steps

The title compound was synthesized in a similar manner as described for Example 1.1 using 8-bromo-1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Intermediate A, 60 mg, 0.161 mmol) and 6-ethoxypyridine-3-boronic acid (ABCR, Karlsruhe, Germany, 36 mg, 0.211 mmol) to give the title compound as a white solid. (HPLC: tR 2.69 min (Method A); M+H=415 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.96 (s, 1H), 8.32-8.24 (m, 1H), 8.15-8.05 (m, 2H), 7.92-7.85 (m, 1H), 7.79-7.72 (m, 1H), 7.47 (s, 1H), 6.94-6.87 (m, 1H), 4.32 (q, 2H), 3.90 (s, 3H), 3.57 (s, 3H), 1.95 (s, 3H), 1.32 (t, 3H))

Provenance & Evidence