反応 #1350578

反応方程式

3-(3-aminophenyl)-4-bromo-1-methylpyrazole

4-nitrophenylacetic acid

1-hydroxybenzotriazole hydrate

2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate

N, N-Diisopropylethylamine

→

title compound

収率 18.1%

N-[3-(4-bromo-1-methylpyrazol-3-yl)phenyl]-2-(4-nitrophenyl)acetamide

収率 18.1%

溶媒

chloroform

brine

反応条件

後処理

1. 1
   洗浄the organic layer washed with further brine
2. 2
   乾燥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 mixture of 3-(3-aminophenyl)-4-bromo-1-methylpyrazole (30 mg, 0.12 mmol), 4-nitrophenylacetic acid (22 mg, 0.12 mmol), 1-hydroxybenzotriazole hydrate (16 mg, 0.12 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (46 mg, 0.12 mmol) were dissolved in chloroform (1.5 ml). N, N-Diisopropylethylamine (0.02 ml, 0.13 mmol) was added and the mixture stirred at room temperature for 16 h. The reaction mixture was then poured into brine and the organic layer washed with further brine, dried over magnesium sulphate and then concentrated in vacuo. The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1), giving the title compound (9 mg, 18%). Rf 0.19 (ethyl acetate-toluene, 1:1).

出典