Cesium carbonate → HCID 67083820, compound

Participants

Reaction Conditions

Reaction Steps

To a 50 mL round bottom flask charged with a magnetic stir bar and ethyl 6-bromo-7-ethoxy-4-[(2-fluoro-5-methylphenyl)amino]cinnoline-3-carboxylate (0.100 g, 0.223 mmol) (Method 28) was added 2.5 mL of anhydrous dimethylacetamide. Pd2(dba)3 (50 mg, 0.55 mmol), racemic BINAP (70 mg, 0.11 mmol), cesium carbonate (150 mg, 0.45 mmol), and 1-methylpiperazine (0.334 mmol) were added to the reaction. The mixture was heated to 90° C. for 4 h before being cooled to rt and filtered though a pad of diatomaceous earth. The filtrate was concentrated in vacuo giving the crude product which was purified on 12 g silica using EtOAc/MeOH (4:1) as eluent yielding 0.033 g (32%) of the title compound as a yellow solid. m/z 468.

Provenance & Evidence