Water → HCID 19423641, compound

Participants

Reaction Conditions

Reaction Steps

8-(3-Dimethylamino-1-azetidinyl)-3-ethoxy-carbonyl-1-ethyl-7-fluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine was prepared under the conditions described in Example 2, but starting with 1.7 g of 3-ethoxy-carbonyl-1-ethyl-7,8-difluoro-4-oxo-1,4-dihydrobenzo[b][1,8]-naphthyridine, and 1.3 g of 3-(dimethyl- amino)azetidine dihydrochloride. After reaction, the reaction mixture, cooled to approximately 20° C., is poured into 50 cm3 of water and extracted with 3 times 100 cm3 of dichloromethane. The combined organic extracts are washed with 3 times 150 cm3 of water and dried over magnesium sulphate. After concentration to dryness under reduced pressure (20 kPa) at approximately 40° C. the residue is taken up with 50 cm3 of ethyl ether, filtered off and washed with twice 50 cm3 of the same solvent. 2 g of 8-(3-dimethylamino-1-azetidinyl)-3-ethoxycarbonyl-1-ethyl-7-fluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine are obtained in the form of a yellow solid, melting point 232° C., which is used without further purification for the subsequent steps.

Provenance & Evidence