Reacción #1350578

Ecuación de reacción

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

Rendimiento 18.1%

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

Rendimiento 18.1%

Disolventes

chloroform

brine

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe organic layer washed with further brine
2. 2
   Secadodried over magnesium sulphate
3. 3
   Concentraciónconcentrated in vacuo
4. 4
   OtroThe crude product was purified by column chromatography (ethyl acetate-toluene, 1:1)

Procedimiento

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).

Fuente