Dimethyl Sulfoxide → 4-[2-(4,5-Dimethylthiazol-2-yl)-5,6-dimethyl-pyridin-3-yloxy]-6,7-dimethoxy-quinoline

Participants

Reaction Conditions

Reaction Steps

Dimethyl sulfoxide (2 ml) was added to 5,6-dimethyl-2-(4,5-dimethylthiazol-2-yl)-pyridin-3-ol (50 mg), 4-chloro-6,7-dimethoxyquinoline (143 mg), cesium carbonate (209 mg), and 4-(N,N-dimethylamino)-pyridine (78 mg), and the mixture was stirred at 140° C. overnight. The reaction solution was cooled to room temperature, water was then added to the cooled solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using hexane-acetone to give the title compound (7.7 mg, yield 9%).

Provenance & Evidence