Reaktion #1350575

Reaktionsgleichung

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

Ausbeute 26.0%

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

Ausbeute 26.0%

Lösungsmittel

chloroform

brine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe organic layer washed with further brine
2. 2
   Trocknendried over magnesium sulphate
3. 3
   Einengenconcentrated in vacuo
4. 4
   SonstigeThe crude product was purified by column chromatography (ethyl acetate-toluene, 1:1)

Vorschrift

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).

Quelle