Reaktion #535108

Reaktionsgleichung

N-(2,6-dimethoxybenzyl)-N′-(4-pyrrolidine-2-yl-1,3-thiazole-2-yl)guanidine

benzyl bromide

triazabicyclodecene

→

white solid

Ausbeute 50.6%

N-[4-(1-benzylpyrrolidine-2-yl)-1,3-thiazole-2-yl]-N′-(2,6-dimethoxybenzyl)guanidine

Ausbeute 50.6%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeChromatography on silica gel (dichloromethane/methanol 0-5%) of the residue obtained
2. 2
   Sonstigeevaporation concentration

Vorschrift

177 mg N-(2,6-dimethoxybenzyl)-N′-(4-pyrrolidine-2-yl-1,3-thiazole-2-yl)guanidine, Example 147 free base, 100 mg of benzyl bromide and 870 mg polymer-bound triazabicyclodecene (1.3 mmol/g, Argonaut) were shaken in 20 ml acetonitrile overnight at room temperature. Chromatography on silica gel (dichloromethane/methanol 0-5%) of the residue obtained following evaporation concentration yielded 112 mg of a white solid; ESI-MS [M+H+]=452.15.

Quelle