Dimethylformamide dimethyl acetal → Ethyl 2-(2-chloro-6,7-difluoroquinoline-3-carbonyl)-3-dimethylaminoacrylate

Participants

Reaction Conditions

Reaction Steps

A suspension of ethyl 3-(2-chloro-6,7-difluoro-3-quinolyl)-3-oxopropionate (6.17 g) in N,N-dimethylformamide dimethyl acetal (7.15 g) and ethyl acetate (60 cc) is heated to a temperature in the region of 75° C. for 1 hour 15 minutes. The reaction mixture is concentrated to dryness under reduced pressure (20 kPa) at approximately 50° C. The residue is taken up with isopropyl ether (50 cc), drained and washed with the same solvent (3×25 cc). Ethyl 2-(2-chloro-6,7-difluoro-3-quinolinecarbonyl)-3-(dimethyl amino)acrylate (6.65 g) is obtained in the form of an orange-colored solid, m.p. 140° C.

Provenance & Evidence