N-[4-[[3-(3,4-Dihydro-2H-pyran-2-yl)-2-pyridinyl]oxy]phenyl]-2-pyridinamine → N-[4-[[3-(Tetrahydro-2H-pyran-2-yl)-2-pyridinyl]oxy]phenyl]-2-pyridinamine

Participants

Reaction Steps

A mixture of (±)-N-(4-(3-(3,4-dihydro-2H-pyran-2-yl)pyridin-2-yloxy)phenyl)pyridin-2-amine (233 mg, 0.675 mmol) and palladium on carbon (wet) (71.8 mg, 0.067 mmol) in EtOH/dioxane was placed under an atmosphere of hydrogen gas and stirred for 24 hours. The mixture was then filtered through a cake of celite, washing with MeOH. The filtrate was concentrated and purified by silica gel chromatography, 10-100% acetone/hexanes, to give the title compound as a racemic mixture. MS (ESI, pos. ion) m/z: 348.0 (M+1). IC50 (uM) 0.149.

Provenance & Evidence