Реакция #41344
ord-72bb574897744091b253023ce7c3b848
Уравнение реакции
5-Iodo-6-methylindazole
p-fluorobenzeneboronic acid
pyridine
p-fluorobenzeneboronic acid
pyridine
→
subtitle compound
Выход 51.1%
1-(4-Fluorophenyl)-5-iodo-6-methylindazole
Выход 51.1%
Реактанты
Растворители
Условия реакции
Подробные условия
See reaction.notes.procedure_details.
Обработка
- 1ФильтрацияThe mixture was filtered through celite
- 2КонцентрированиеThe filtrate was concentrated
- 3Другоеpurified by column chromatography (SiO2, toluene)
Методика
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.