Dimethylformamide → Ammonia

Participants

Reaction Conditions

Reaction Steps

A mixture of [3-(4-ethanesulfonylbenzyl)-2-ethyl-8-fluoro-4-oxo-1,4-dihydroquinolin-5-yloxy]acetic acid methyl ester (1.9 g), N,N-dimethylformamide (30 mL), potassium carbonate (1.7 g) and acetic acid chlorodifluoromethyl ester (2.2 mL) was stirred at 70° C. for 3 days. The mixture was diluted with saturated aqueous ammonium chloride solution, extracted with ethyl acetate and the combined extracts washed with saturated aqueous sodium chloride solution and then dried over magnesium sulfate. The solvent was removed under reduced pressure and purification of the residue by Isolute SCX2 column, eluting with methanol and then 2.0 M ammonia in methanol gave title compound, 0.090 g.

Provenance & Evidence