Reacción #1350579

Ecuación de reacción

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

2-methoxyphenylacetic acid

1-hydroxybenzotriazole hydrate

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

N, N-Diisopropyl-ethylamine

→

title compound

Rendimiento 38.0%

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

Rendimiento 38.0%

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 (chloroform-methanol, 99:1)

Procedimiento

A mixture of 3-(3-aminophenyl)-4-bromo-1-methylpyrazole (30 mg, 0.12 mmol), 2-methoxyphenylacetic acid (20 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-Diisopropyl-ethylamine (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 (chloroform-methanol, 99:1), giving the title compound (18 mg, 38%) as a colourless solid. Rf 0.65 (chloroform-methanol, 98:2).

Fuente