Cesium carbonate → HCID 25096956, Verbindung

Beteiligte Stoffe

Reaktionsschritte

A solution of N-[(2-chloro-3,4-difluorophenyl)methyl]-3-methyl-2-oxo-4-imidazolidinecarboxamide (152 mg, 0.5 mmol) (prepared as described in Example 28) and 4-bromo-2-methylpyridine (86 mg, 0.5 mmol) in 1,4-dioxane (3 ml) was treated with cesium carbonate (244 mg, 0.75 mmol), Xantphos™ (21.7 mg, 0.038 mmol) and tris(dibenzylideneacetone)dipalladium(0) (11.5 mg, 0.013 mmol) and the mixture was heated under reflux under argon for 3 hours. After cooling to room temperature, the reaction mixture was diluted with saturated sodium hydrogen carbonate solution and extracted with dichloromethane. The organic layers were combined, washed with water and brine and evaporated in vacuo. The residue was purified by silica gel chromatography eluting with 0-10% methanol in dichloromethane. The resulting residue was triturated with ether, the solid was collected and dried to give N-[(2-chloro-3,4-difluorophenyl)methyl]-3-methyl-1-(2-methyl-4-pyridinyl)-2-oxo-4-imidazolidinecarboxamide (123 mg, 62%). LC/MS [M+H]+=395, retention time=1.68 minutes.

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