tert-Butyl methyl ether → HCID 67304993, compound

Participants

Reaction Steps

A stirred suspension of N-(1,3-dimethyl-1H-pyrazol-4-yl)-2-[2-methoxy-4-(7-methoxyquinolin-4-yloxy)phenyl]acetamide (0.54 g) in ethanol (5 ml) was heated gently to reflux until a solution was obtained. The resultant solution was stirred and a solution of citric acid monohydrate (0.315 g; 1.2 equivalents) in ethanol (95%, 5 ml) was added. The mixture was allowed to start to cool and tert-butyl methyl ether (10 ml) was added. When the mixture had cooled to ambient temperature, a second portion (2 ml) of tert-butyl methyl ether was added and the resultant mixture was allowed to stand at ambient temperature for 28 hours. The precipitate was collected by filtration and dried to constant weight under vacuum (1.3×10−4 atmospheres) at 50° C. during 4 hours. There was thus obtained the title salt (0.76 g); m.p. 209-212C; 1H NMR: (DMSOd6, at 24° C.) 2.12 (s, 3H), 2.65 (d, 2H), 2.75 (d, 2H), 3.64 (s, 2H), 3.7 (s, 3H), 3.78 (s, 3H), 3.94 (s, 3H), 6.53 (d, 1H), 6.79 (m, 1H), 6.96 (d, 1H), 7.3 (m, 1H), 7.32 (d, 1H), 7.41 (d, 1H), 7.81 (s, 1H), 8.21 (d, 1H), 8.63 (d, 1H), 9.43 (s, 1H), 12.39 (br s, 2H);

Provenance & Evidence