Reaktion #41344

Reaktionsgleichung

5-Iodo-6-methylindazole

p-fluorobenzeneboronic acid

pyridine

p-fluorobenzeneboronic acid

pyridine

→

subtitle compound

Ausbeute 51.1%

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

Ausbeute 51.1%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered through celite
2. 2
   EinengenThe filtrate was concentrated
3. 3
   Sonstigepurified by column chromatography (SiO2, toluene)

Vorschrift

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.

Quelle