反応 #1350576

ord-1b75261940f74050a4f94afbfe33d6b0

反応方程式

COc1cccc(CC(=O)Cl)c1
3-methoxyphenylacetyl chloride
Cn1cc(Br)c(-c2cccc(N)c2)n1
3-(3-aminophenyl)-4-bromo-1-methylpyrazole
CCN(CC)CC
triethylamine
COc1cccc(CC(=O)Nc2cccc(-c3nn(C)cc3Br)c2)c1
title compound
収率 19.0%
COc1cccc(CC(=O)Nc2cccc(-c3nn(C)cc3Br)c2)c1
N-[3-(4-bromo-1-methylpyrazol-3-yl)phenyl]-2-(3-methoxyphenyl)acetamide
収率 19.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄The organic layer was washed with more brine
  2. 2
    乾燥then dried over magnesium sulphate
  3. 3
    濃縮concentrated in vacuo
  4. 4
    その他The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1)

実験手順

A solution of 3-methoxyphenylacetyl chloride (0.02 ml, 0.12 mmol) in dichloromethane (0.75 ml) was added dropwise at 0° C. to a solution of 3-(3-aminophenyl)-4-bromo-1-methylpyrazole (30 mg, 0.12 mmol) and triethylamine (0.02 ml, 0.13 mmol) in dichloromethane (0.75 ml). The resulting mixture was stirred at room temperature for 16 h and then poured into brine. The organic layer was washed with more brine then dried over magnesium sulphate and concentrated in vacuo. The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1), giving the title compound (9 mg, 19%). Rf 0.30 (ethyl acetate-toluene, 1:1).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06541209B1uspto-grants-2003_04