反应 #1350578

反应方程式

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

收率 18.1%

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

收率 18.1%

溶剂

chloroform

brine

反应条件

后处理

1. 1
   洗涤the organic layer washed with further brine
2. 2
   干燥dried over magnesium sulphate
3. 3
   浓缩concentrated in vacuo
4. 4
   其他The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1)

实验过程

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).

来源