4-Aminophenol → 4-(3-(tetrahydro-2H-pyran-4-yl)pyridin-2-yloxy)aniline

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Reaction Steps

To a rbf was added 2-fluoro-3-(tetrahydro-2H-pyran-4-yl)pyridine (2.156 g, 11.90 mmol), 4-aminophenol (1.948 g, 17.85 mmol), and cesium carbonate (11.63 g, 35.7 mmol) in DMSO (39.7 mL) at 110° C. to stir overnight. Upon completion, the reaction mixture was diluted with water and sat sodium chloride solution and extracted with dichloromethane. The organic extract was washed with water and sat sodium chloride solution, dried with magnesium sulfate, filtered, and concentrated. MS (ESI, pos. ion) m/z: 271.1.

Provenance & Evidence