Pyridine → 2-(2-Methylphenyl)-3-pyridin-2-YL-7-(trifluoromethyl)-2H-indazole

HRID 735462Notes

Reaction equation

HRID 735462 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[NH:8][N:9]=[C:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[C:11]2[C:16]([F:19])([F:18])[F:17].[CH3:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1B(O)O.N1C=CC=CC=1>C(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH3:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:8]1[C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[C:15]2[C:10]([C:11]([C:16]([F:19])([F:17])[F:18])=[CH:12][CH:13]=[CH:14]2)=[N:9]1

Participants

6

Reactant 3

HCID 1049PyridineHCID 27332672-Methylphenyl boronic acidHCID 670213023-pyridin-2-yl-7-(trifluoromethyl)-2H-indazole

Product 1

HCID 670213192-(2-Methylphenyl)-3-pyridin-2-YL-7-(trifluoromethyl)-2H-indazole

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 3-pyridin-2-yl-7-(trifluoromethyl)-2H-indazole (0.2633 g, 1 mmol), 2-methylphenylboronic acid (0.271 g, 2 mmol, copper(II)acetate (0.181 g, 1 mmol) and pyridine (0.161 mL, 2 mmol) in 20 mL of methylene chloride was stirred at ambient temperature for 2 hours. The reaction mixture was concentrated in vacuo and purified by flash chromatography (silica gel 60, methylene chloride-ethyl acetate, 3:1) to give the title compound (0.08 g).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by flash chromatography (silica gel 60, methylene chloride-ethyl acetate, 3:1)

Sources & evidence

ORD record
ord-312debc7d8a54a11be3dcf2a23294244
Source dataset
uspto-grants-2009_09
Patent number
US07592363B2

Reaction notes

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