Hydrochloric Acid → HCID 19072271, compound

Participants

Reaction Steps

160 mg of 60% sodium hydride was suspended in 18 ml of N,N-dimethylformamide and 877 mg of trimethylsulfoxonium iodide was added thereto under ice-cooling. After stirring at room temperature for 40 minutes, 1.80 g of ethyl 1-cyclopropyl-7-(l-diphenylmethoxycarbonylvinyl)-6-fluoro-8-methoxy-1,4-dihydro-4-oxo-3-quinolinecarboxylate was added thereto and the resulting mixture was stirred at 50° C. for 3 hours. To the reaction mixture, 30 ml of ethyl acetate and 15 ml of water were added and the pH value of the mixture was regulated to 1 with 2N hydrochloric acid. Then the organic layer was collected, successively washed with water and a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After removing the solvent under reduced pressure, the residue thus obtained was crystallized by adding ethyl acetate/n-hexane and the crystals were collected by filtration. Thus 497 mg of ethyl 1-cyclopropyl-7-(1-diphenylmethoxycarbonylcyclopropyl)-6- fluoro-8-methoxy-1,4-dihydro-4-oxo-3-quinolinecarboxylate was obtained (yield: 26.9%).

Provenance & Evidence