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

HRID 13066

反応式

HRID 13066 の反応式
[I:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[NH:7][N:6]=[CH:5]2.[F:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1.N1C=CC=CC=1>ClCCl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[F:12][C:13]1[CH:18]=[CH:17][C:16]([N:7]2[C:8]3[C:4](=[CH:3][C:2]([I:1])=[C:10]([CH3:11])[CH:9]=3)[CH:5]=[N:6]2)=[CH:15][CH:14]=1

参加物

6

反応物 3

HCID 1049Pyridine2 回HCID 2856454-Fluorophenylboronic acid2 回HCID 593396965-iodo-6-methyl-1H-indazole

生成物 1

HCID 593399141-(4-Fluorophenyl)-5-iodo-6-methylindazole収率 51.1%

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒2 回HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  1. filtrationThe mixture was filtered through celite
  2. concentrationThe filtrate was concentrated
  3. custompurified by column chromatography (SiO2, toluene)

出典と根拠

ORDレコード
ord-72bb574897744091b253023ce7c3b848
出典データセット
uspto-grants-2010_06
特許番号
US07728030B2

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