Pyridine → 4-((5-ethyl-2-fluorophenyl)(1-phenyl-1H-pyrazol-3-yl)methylamino)benzonitrile

Participants

Reaction Steps

To a mixture of Intermediate 264.1 (40 mg, 0.125 mmol), 4 A molecular sieves, TEA (70 uL, 0.25 mmol), pyridine (20 mg, 0.25 mmol), phenyl boronic acid (31 mg, 0.25 mmol) in CH2Cl2 was added Cu(OAc)2 (34 mg, 0.19 mmol). The reaction mixture was stirred at rt for 2 h, which was then diluted with EtOAc and washed with 0.5 N HCl, H2O, sat NaHCO3 and brine, dried over (Na2SO4), filtered and concentrated. The crude product was purified by flash chromatography (0 to 50% EtOAc/hexanes, gradient) to afford 20 mg (45%) of Intermediate 264.2.

Provenance & Evidence