Reaktion #969903

Reaktionsgleichung

sodium hydroxide

4-(6-chloro-pyridazin-3-yl)-1,4-diazabicyclo[3.2.2]nonane

thiophenol

caesium carbonate

DMF

→

title compound

4-(6-Phenylsulfanyl-pyridazin-3-yl)-1,4-diaza-bicyclo[3.2.2]nonane fumaric acid salt

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was extracted with dichloromethane (3×5 ml)

Vorschrift

A mixture of 4-(6-chloro-pyridazin-3-yl)-1,4-diazabicyclo[3.2.2]nonane (0.27 g; 1.1 mmol) thiophenol (0.96 g; 8.4 mmol), caesium carbonate (369 mg; 1.1 mmol) and DMF (1 ml) was stirred at 125° C. for 15 hours. Aqueous sodium hydroxide (5 ml; 4M) was added. The mixture was extracted with dichloromethane (3×5 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent gave the title compound as an oil. Yield 0.32 g (93%). The corresponding salt was obtained by addition of a diethyl ether and methanol mixture (9:1) saturated with fumaric acid. Mp. 102.2° C.

Quelle