Sodium Bicarbonate → HCID 86713170, compound

Participants

Reaction Conditions

Reaction Steps

2,2-difluoro-1-((4S,5R)-4-(fluoromethyl)-2,2-dimethyl-5-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxazolidin-3-yl)ethanone (100 mg, 0.24 mmol) in 1:1 toluene/isopropyl alcohol (4 mL) is treated with commercially available 5-bromo-2-(methylsulfonylmethyl)pyridine (60 mg, 0.24 mmol), sodium bicarbonate (1 mL of a 2M solution), and (1,1′-bis[diphenylphosphino]ferrocene)dichloropalladium (II) (10 mg, 0.012 mmol) then heated at 120° C. in a microwave for 30 minutes. The mixture is concentrated and purified by column chromatography on silica gel eluting with a gradient of ethyl acetate in heptane to give the title compound (135 mg). m/z (Cl) 457 [M+H].

Provenance & Evidence