Sodium Carbonate → HCID 59161960, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2,2-difluoro-1-[2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanone (21 g, 70 mmol), 2-bromo-5-fluoropyridine (12.32 g, 70 mmol), Na2CO3 (14.84 g, 140 mmol) in DMF (300 mL) and H2O (80 mL) was degassed and filled with nitrogen. Then Pd(dppf)Cl2 (2.56 g, 3.5 mmol) was added and the mixture was again degassed and filled with nitrogen. After stirring overnight at 90° C., the reaction mixture was poured into ice (80 g) and extracted with Et2O (500 mL×3). The combined extracts were dried (MgSO4), filtered and concentrated, and the residue was purified by column chromatography (PE/EA 20:1) to give the title compound.

Provenance & Evidence