HCID 59620087, compound → HCID 59619872, compound

Participants

Reaction Steps

A solution of 1-(1-isopropyl-3-methyl-1H-pyrazol-4-yl)-3-methyl-8-(1-methyl-2-oxo-1,4-dihydro-2H-pyrido[2,3-d][1,3]oxazin-6-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Example 170, 0.04 mmol) in dioxane (0.32 ml) and 1 M aqueous LiOH (0.08 ml) was stirred for 1.5 h at rt. The reaction mixture was diluted with EtOAc and quenched with 2 M aqueous HCl (0.12 ml) and water. Then was added saturated aqueous NaHCO3 and the aqueous layer was extracted with EtOAc (2×). The combined organic layers were dried over Na2SO4, filtered, evaporated and dried under vacuum to give the title compound as an off-white solid. (HPLC: tR 2.09 min (Method A); M+H=458 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.90 (s, 1H), 8.20 (s, 1H), 8.09-8.01 (m, 2H), 7.83-7.79 (m, 1H), 7.52-7.49 (m, 1H), 7.45-7.42 (m, 1H), 6.10 (q, br, 1H), 5.21 (t, 1H), 4.56 (qt, 1H), 4.38 (d, 2H), 3.57 (s, 3H), 2.86 (d, 3H), 1.95 (s, 3H), 1.49-1.45 (m, 6H))

Provenance & Evidence