Реакция #41344

ord-72bb574897744091b253023ce7c3b848

Уравнение реакции

Cc1cc2[nH]ncc2cc1I
5-Iodo-6-methylindazole
OB(O)c1ccc(F)cc1
p-fluorobenzeneboronic acid
c1ccncc1
pyridine
OB(O)c1ccc(F)cc1
p-fluorobenzeneboronic acid
c1ccncc1
pyridine
Cc1cc2c(cnn2-c2ccc(F)cc2)cc1I
subtitle compound
Выход 51.1%
Cc1cc2c(cnn2-c2ccc(F)cc2)cc1I
1-(4-Fluorophenyl)-5-iodo-6-methylindazole
Выход 51.1%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe mixture was filtered through celite
  2. 2
    КонцентрированиеThe filtrate was concentrated
  3. 3
    Другоеpurified 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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07728030B2uspto-grants-2010_06