Réaction #1350576

Équation de réaction

3-methoxyphenylacetyl chloride

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

triethylamine

→

title compound

Rendement 19.0%

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

Rendement 19.0%

Solvants

dichloromethane

dichloromethane

brine

Conditions de réaction

Traitement

1. 1
   LavageThe organic layer was washed with more brine
2. 2
   Séchagethen dried over magnesium sulphate
3. 3
   Concentrationconcentrated in vacuo
4. 4
   AutreThe crude product was purified by column chromatography (ethyl acetate-toluene, 1:1)

Mode opératoire

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).

Source