Toluene → HCID 22228442, compound

Participants

Reaction Conditions

Reaction Steps

The product of step D (5.05 g; 14.4 mmol), 2,4-difluorophenylboronic acid (2.85 g; 18.0 mmol) and [1,1′-bis(diphenylphosphino)ferrocene)dichloropalladium(II) (0.589 g; 0.7 mmol) were combined and dissolved a 2:1 mixture of toluene:ethanol (54 mL). The reaction was heated to 80° C. followed by the dropwise addition of 2 M aqueous sodium carbonate over 10 min. The reaction was maintained at 80° C. for 2 h. The reaction was quenched with saturated aqueous sodium bicarbonate and the aqueous layer was extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried (Na2SO4), filtered concentrated in vacuo. The crude residue was purified on silica gel using a gradient elution (30%→40%→60% ethyl acetate/hexane) which furnished the title compound (2.8 g).

Provenance & Evidence