3,4-Dimethoxyaniline → HCID 22132787, compound

Participants

Reaction Steps

3,4-Dimethoxyaniline (42 mg) was dissolved in toluene (5 ml), triphosgene (24 mg) was added, and the admixture was refluxed with heat for 22 minutes. 6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (52 mg) was added, and the admixture was refluxed with heat for 18 minutes. After the addition of aqueous sodium hydrogen carbonate, the reaction mixture was extracted 2 times with ethyl acetate, and the organic layer was then washed with brine and dried with anhydrous sodium sulfate. The solvent was removed by reduced-pressure distillation and the resulting residue was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 15 mg of the title compound (yield: 18%).

Provenance & Evidence