Dimethylformamide → HCID 68994032, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-{2-[4-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1-piperidinyl]ethyl}-7-fluoro-2-oxo-1,2-dihydro-4-quinolinyl trifluoromethanesulfonate (0.17 g, 0.32 mmol) in DMF (10 ml) was added zinc cyanide (0.036 g, 0.3 mmol), tris(dibenzylideneacetone)dipalladium (0.022 g, 0.024 mmol) and 1,1′-bis(diphenylphosphino)ferrocene (0.056 g, 0.1 mmol) and degassed with argon. The mixture was heated at 90° C. for 18 h. The solution was allowed to cool then separated between ethyl acetate and brine. The organics were dried and concentrated then the residues combined with the crude from a similar experiment conducted on half the scale. Chromatography of the combined material over silica (10 g SPE gradient elution with ethyl acetate/methanol 0-3%) provided a brown oil which solidified as the title compound (0.113 g, 46%).

Provenance & Evidence