Dimethylamine → HCID 10392843, compound

Participants

Reaction Steps

A suspension of 4-(3-chloro-2-fluoroanilino)-6-{1-[3-chloropropylsulfonyl]piperidin-4-yloxy}-7-methoxyquinazoline (0.15 g) and sodium iodide (0.03 g) in an ethanolic solution of dimethylamine (33%) (15 ml) was stirred at ambient temperature for 16 hours. The reaction mixture was adsorbed onto silica and purified by column chromatography on silica eluting with increasingly polar mixtures of methylene chloride/methanol (saturated with ammonia) (100/0 to 88/12). The fractions containing the title product were combined and evaporated under vacuum to give the title product (0.105 g); 1H NMR Spectrum: (DMSO d6) 1.75-1.87 (m, 4H), 2.0-2.11 (m, 2H), 2.12 (s, 6H), 2.30 (t, 2H), 3.05-3.14 (m, 2H), 3.17-3.29 (m, 2H), 3.40-3.50 (m, 2H), 3.93 (s, 3H), 4.69 (m, 1H), 7.22 (s, 1H), 7.28 (t, 1H), 7.44-7.55 (m, 2H), 7.86 (s, 1H), 8.37 (s, 1H), 9.53 (s, 1H); Mass Spectrum: (M+H)+ 552

Provenance & Evidence