Reaktion #91090

Reaktionsgleichung

water

3-(4-chloro-benzylamino)-benzoic acid tert-butyl ester

1-Methyl-1H-Pyrazole-3-sulfonyl chloride

pyridine

→

title compound

Ausbeute 9.6%

3-[(4-Chloro-benzyl)-(1-methyl-1H-pyrazole-3-sulfonyl)-amino]-benzoic acid tert-butyl ester

Ausbeute 9.6%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturOn cooling
2. 2
   Sonstigethe organic layer was separated
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Einengenconcentrated in vacuo
5. 5
   SonstigeThe residue was purified by column chromatography (ethyl acetate/dichloromethane 0% to 10% v/v)

Vorschrift

A solution of 3-(4-chloro-benzylamino)-benzoic acid tert-butyl ester (1 g, 0.03 mol), (1-Methyl-1H-Pyrazole-3-sulfonyl chloride (1.13 g, 0.06 mol) and pyridine (0.5 ml, 0.06 mol) in dichloromethane (40 ml) were refluxed for 48 hrs. On cooling, water (50 ml) was added with stirring, the organic layer was separated, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (ethyl acetate/dichloromethane 0% to 10% v/v) to afford the title compound as a clear oil (1.33 g). Mass spectrum (ES+) m/z 49 (M+H).

Quelle