反応 #1447125

ord-f000134bfd4d47f89411bbafd0172129

反応方程式

CC(C)CC(=O)c1ccccc1N
1-(2-aminophenyl)-3-methylbutan-1-one
Cc1nn(C)c(F)c1C(=O)Cl
5-fluoro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride
CCN(CC)CC
triethylamine
Cc1nn(C)c(F)c1C(=O)Nc1ccccc1C(=O)CC(C)C
2-(3-methylbutyryl)phenyl-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide

反応条件

温度
60°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過filtered through silica gel
  2. 2
    濃縮concentrated

実験手順

At room temperature, 355.0 mg (2.0 mmol) of 1-(2-aminophenyl)-3-methylbutan-1-one are added to a solution comprising 388.5 mg (2.2 mmol) of 5-fluoro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride and 0.45 ml (3.2 mmol) of triethylamine in 20 ml of tetrahydrofuran. The reaction mixture is stirred at 60° C. for 1.5 h, filtered through silica gel and concentrated. Column chromatography (cyclohexane/ethyl acetate: 3/1) gives 577.7 mg (1.8 mmol, 88% of theory) of N-[2-(3-methylbutyryl)phenyl-5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide of logP (pH=2.3)=3.42.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07879760B2uspto-grants-2011_02