반응 #1350578

반응 방정식

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

수율 18.1%

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

수율 18.1%

용매

chloroform

brine

반응 조건

후처리

1. 1
   세척the organic layer washed with further brine
2. 2
   건조dried over magnesium sulphate
3. 3
   농축concentrated in vacuo
4. 4
   기타The crude product was purified by column chromatography (ethyl acetate-toluene, 1:1)

실험 절차

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).

출처