Reaktion #560826

Reaktionsgleichung

N-(4-(3-bromopyridin-2-yloxy)phenyl)-3-methylpyridin-2-amine

2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

sodium carbonate

→

N-(4-(3-(3,6-dihydro-2H-pyran-4-yl)pyridin-2-yloxy)phenyl)-3-methylpyridin-2-amine

Lösungsmittel

DME

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigechromatographed

Vorschrift

To a round-bottomed flask was added N-(4-(3-bromopyridin-2-yloxy)phenyl)-3-methylpyridin-2-amine (0.2898 g, 0.814 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.214 g, 1.017 mmol), trans-dichlorobis(triphenylphosphine) palladium (II) (0.046 g, 0.065 mmol), and sodium carbonate (0.431 g, 4.07 mmol) in DME (1.302 mL) and water (0.325 mL) to stir at 80° C. overnight. The crude product was adsorbed onto a plug of silica gel and chromatographed to provide N-(4-(3-(3,6-dihydro-2H-pyran-4-yl)pyridin-2-yloxy)phenyl)-3-methylpyridin-2-amine. MS (ESI, pos. ion) m/z: 360.0. IC50 (uM) 0.00701.

Quelle