Reacción #77674

Ecuación de reacción

pyrazole

4-methoxyphenylboronic acid

pyridine

→

title compound

Rendimiento 62.0%

1-(4-Methoxy-phenyl)-1H-pyrazole

Rendimiento 62.0%

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered through diatomaceous earth
2. 2
   ConcentraciónThe filtrate was concentrated in vacuo
3. 3
   Otropurified by column chromatography (silica gel; isocratic 8% ethyl acetate/hexanes)

Procedimiento

Copper (II) acetate (960 mg, 5.28 mmol) was added to a flame-dried flask charged with pyrazole (240 mg, 3.52 mmol), 4-methoxyphenylboronic acid (1.07 g, 7.04 mmol), 4 A molecular sieves (1.35 activated powder), and pyridine (570 μl, 7.04 mmol) in methylene chloride. The reaction was stirred for approximately two days at room temperature and then filtered through diatomaceous earth. The filtrate was concentrated in vacuo and purified by column chromatography (silica gel; isocratic 8% ethyl acetate/hexanes) to yield 381 mg (2.18 mmol, 62% yield) of the title compound. LRMS ([M+H]+)=175.2.

Fuente