反应详情

温度

60 °C

A mixture of 3-bromo-4-methylpyridine (Apollo; 355 mg; 2.06 mmol), tert-butyl(4-chloro-2-ethynylphenoxy)acetate (Intermediate 3, 500 mg; 1.87 mmol), dichlorobis(triphenylphosphine)palladium(II) (82 mg; 0.11 mmol), copper(I) iodide (21 mg; 0.11 mmol) was degassed during two minutes under nitrogen then THF (7.5 mL) and triethylamine (520 μL; 3.75 mmol) were added and reaction mixture was stirred at 60° C. for 16 hours. The solvents were removed under vacuum affording a dark brown residue, which was purified by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc. The title compound was obtained as a dark brown sticky solid.

1. customwas degassed during two minutes under nitrogen
2. customreaction mixture
3. customThe solvents were removed under vacuum
4. customaffording a dark brown residue, which
5. customwas purified by flash column chromatography (silica)
6. washeluting with cyclohexane containing
7. temperatureincreasing amounts of EtOAc