Reacción #41344

Ecuación de reacción

5-Iodo-6-methylindazole

p-fluorobenzeneboronic acid

pyridine

p-fluorobenzeneboronic acid

pyridine

→

subtitle compound

Rendimiento 51.1%

1-(4-Fluorophenyl)-5-iodo-6-methylindazole

Rendimiento 51.1%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered through celite
2. 2
   ConcentraciónThe filtrate was concentrated
3. 3
   Otropurified by column chromatography (SiO2, toluene)

Procedimiento

5-Iodo-6-methylindazole (1.3 g, 5.0 mmol), p-fluorobenzeneboronic acid (1.4 g, 10 mmol), anhydrous copper(II) acetate (1.4 g, 7.5 mmol) and pyridine (0.80 mL, 10 mmol) were stirred in dichloromethane (30 mL) overnight. Additional portions of p-fluorobenzeneboronic acid (0.47 g, 3.4 mmol), anhydrous copper(II) acetate (0.45 g, 2.5 mmol) and pyridine (0.27 mL, 3.4 mmol) were added. The mixture was filtered through celite after stirring for an additional night. The filtrate was concentrated and purified by column chromatography (SiO2, toluene) to give the subtitle compound (0.90 g, 51%) as a light orange powder.

Fuente