반응 #41344

ord-72bb574897744091b253023ce7c3b848

반응 방정식

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
수율 51.1%
Cc1cc2c(cnn2-c2ccc(F)cc2)cc1I
1-(4-Fluorophenyl)-5-iodo-6-methylindazole
수율 51.1%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과The mixture was filtered through celite
  2. 2
    농축The filtrate was concentrated
  3. 3
    기타purified by column chromatography (SiO2, toluene)

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07728030B2uspto-grants-2010_06