Cesium carbonate → 4-(2-(4-(Pyridin-2-ylamino)phenoxy)pyridin-3-yl)cyclohexanone

Participants

Reaction Conditions

Reaction Steps

4-(2-Fluoropyridin-3-yl)cyclohexanone (0.10 g, 0.52 mmol), 4-(pyridin-2-ylamino)phenol (0.29 g, 1.55 mmol), and cesium carbonate (0.51 g, 1.55 mmol) were mixed in NMP (1.5 mL). The reaction mixture was placed under a nitrogen atmosphere and stirred at 120° C. for 16 h. The reaction mixture was cooled to room temperature, diluted with water, and extracted with EtOAc (3×). The combined organic layers were washed with 1 M aqueous sodium hydroxide (1×), sat. sodium chloride (1×), dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting crude product was purified by silica gel chromatography to give 4-(2-(4-(pyridin-2-ylamino)phenoxy)pyridin-3-yl)cyclohexanone. MS (ESI, pos. ion) m/z: 360.1 (M+1). IC50 (uM) 0.002.

Provenance & Evidence