Reaktion #8692

Reaktionsgleichung

4,6-dichloro-2-(4-pyridyl)-5-(p-tolyl)-pyrimidine

2-phenyl-ethanesulfonic acid amide potassium salt

Hunig's base

→

2-phenyl-ethanesulfonic acid (6-chloro-2-pyridin-4-yl-5-p-tolyl-pyrimidin-4-yl)-amide

Ausbeute 21.8%

Lösungsmittel

DMSO

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted twice with diethyl ether
2. 2
   SonstigeThe precipitate was collected
3. 3
   Sonstigefurther purified by column chromatography on silica gel eluting with hexane:EA 1:1

Vorschrift

A solution of 4,6-dichloro-2-(4-pyridyl)-5-(p-tolyl)-pyrimidine (1.5 g), 2-phenyl-ethanesulfonic acid amide potassium salt (1.44 g, Referential Example 1e) and Hunig's base (1 ml) in DMSO (20 ml) was stirred at rt for 24 h before it was diluted with water (150 ml) and extracted twice with diethyl ether. The aqueous layer was acidified with acetic acid. The precipitate was collected, and further purified by column chromatography on silica gel eluting with hexane:EA 1:1 to give 2-phenyl-ethanesulfonic acid (6-chloro-2-pyridin-4-yl-5-p-tolyl-pyrimidin-4-yl)-amide (480 mg) as a foam. LC-MS: tR=5.08 min, [M+1]+=465.13, [M−1]−=462.96.

Quelle