Ethanol → HCID 23019651, compound

Participants

Reaction Steps

100 mg of ethyl 8-chloro-1-cyclopropyl-9-methoxy-4-oxo-4H-quinolizine-3-carboxylate was suspended in 1 ml of toluene. 0.5 ml of ethanol, 0.25 ml of 2 M aqueous sodium carbonate solution, 61 mg of 2-(N,N-dimethylaminomethyl)phenylboronic acid and 10 mg of bis(triphenylphosphine)palladium (II) chloride were added to the obtained solution, and they were heated under reflux in argon atmosphere for 38 hours. Ethyl acetate was added to the reaction mixture. The organic layer was taken, washed with water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resultant residue was purified by the silica gel column chromatography (eluent: chloroform/acetone=4/1) to obtain 59 mg of 1-cyclopropyl-8-(2-dimethylaminomethylphenyl)-9-methoxy-4-oxo-4H-quinolizine-3-carboxylic acid.

Provenance & Evidence