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

HRID 1098831

반응식

HRID 1098831 반응식
[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

참가 물질

6

반응물 3

HCID 1049Pyridine2회HCID 2856454-Fluorophenylboronic acid2회HCID 593396965-iodo-6-methyl-1H-indazole

생성물 1

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

시약·촉매·용매 2

HCID 8895Cupric acetate촉매2회HCID 6344Dichloromethane용매

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.

후처리

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

출처 및 근거

ORD 기록
ord-2ddaf770e336452fa64a04bd6a684a14
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143290B2

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