Piperazine → HCID 67083942, compound

Participants

Reaction Conditions

Reaction Steps

A 100 mL flask was charged with 7-bromo-4-(2-fluoro-4-methylphenylamino)cinnoline-3-carbonitrile (0.64 g, 1.79 mmol), Piperazine (0.631 ml, 8.06 mmol), Tris(dibenzylideneacetone)dipalladium (0) (0.131 g, 0.14 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso- propyl-1,1'-biphenyl (0.128 g, 0.27 mmol) and Sodium tert-butoxide (0.548 ml, 4.48 mmol). The mixture was suspended in DMA (25.6 ml) and the reaction mixture was stirred at 100 °C for 30min. The reaction mixture was cooled to rt, diluted with DCM/MeOH (10:1) and filtered over a pad of celite. The filterate was concentrated under reduced pressure, adsorbed onto silica gel and flash chromatography using DCM to DCM/MeOH/NH4OH (10:1:0.1) provided the desired compound as a light orange solid.

Provenance & Evidence