Triethylamine → HCID 58387892, compound

Participants

Reaction Steps

Thionyl chloride (2 mL) was added to 6-quinolinecarboxylic acid (100 mg, 0.577 mmol), and the solution was stirred for 2 hours under reflux. Then, the solution was allowed to cool to room temperature, and excess thionyl chloride was evaporated in vacuo. The obtained residue was dissolved in N,N-dimethylformamide (2 mL), 3-benzyloxyaniline (115 mg, 0.577 mmol), triethylamine (0.12 mL, 0.866 mmol) and dimethylaminopyridine (1 mg) were added, and the solution was stirred overnight at room temperature. Ethyl acetate and water were added to the reaction solution, which was then partitioned, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1), and the title compound (53 mg, 26%) was obtained as a white solid.

Provenance & Evidence