Potassium Iodide → 2-(4-{2-[4-(2-cyano-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-(trifluoromethyl)phenoxy]ethyl}piperidin-1-yl)-N,N-dimethylacetamide

Participants

Reaction Conditions

Reaction Steps

Potassium carbonate (133 mg), potassium iodide (160 mg), and 2-chloro-N,N-dimethylacetamide (34 μL) were added to a suspension of 7-methyl-4-{4-[2-(piperidin-4-yl)ethoxy]-3-(trifluoromethyl)phenyl}-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile monohydrochloride (150 mg) in acetonitrile (6 mL) at room temperature, and the mixture was stirred at 60° C. for 2 hours. After the reaction mixture was cooled to room temperature, water was added thereto, extraction thereof was performed using EtOAc, and the extract was washed with a saturated aqueous ammonium chloride solution, water, and saturated brine. The organic layer was dried over MgSO4 and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (Hex:EtOAc=1:3). The obtained product was washed with diisopropyl ether, and collected by filtration, whereby 2-(4-{2-[4-(2-cyano-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-2-(trifluoromethyl)phenoxy]ethyl}piperidin-1-yl)-N,N-dimethylacetamide (118 mg) was obtained as a white solid.

Provenance & Evidence