2-Methoxy-3-nitro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 1-(1,3-Dimethyl-1H-pyrazol-4-yl)-8-(6-methoxy-5-nitro-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) and 2-methoxy-3-nitro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine (Stage 66.1.1) to give the title compound as a white solid. (HPLC: tR 2.62 min (Method A); M+H=446 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 9.00 (s, 1H), 8.72-8.66 (m, 1H), 8.46-8.39 (m, 1H), 8.18-8.10 (m, 2H), 8.05-7.96 (m, 1H), 7.58-7.53 (m, 1H), 4.07 (s, 3H), 3.91 (s, 3H), 3.59 (s, 3H), 1.94 (s, 3H))

Provenance & Evidence