Reacción #1350575

Ecuación de reacción

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

3-fluorophenylacetic acid

1-hydroxybenzotriazole hydrate

2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluoro-phosphate

N, N-Diisopropylethylamine

→

title compound

Rendimiento 26.0%

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

Rendimiento 26.0%

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), 3-fluorophenylacetic acid (18 mg, 0.12 mmol), 1-hydroxybenzotriazole hydrate (16 mg, 0.12 mmol) and 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluoro-phosphate (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 (12 mg, 26%). Rf 0.41 (ethyl acetate-toluene, 1:1).

Fuente