Reaktion #560841

Reaktionsgleichung

N-cyclohexyl-N-methylcyclohexanamine

3,4-dihydro-2H-pyran

N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine hydrochloride

→

title compound

(±)-N-(4-(3-(3,4-DIHYDRO-2H-PYRAN-2-YL)PYRIDIN-2-YLOXY)PHENYL)PYRIDIN-2-AMINE

Lösungsmittel

Dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigebefore evacuating
2. 2
   workup.ADDITIONwas added
3. 3
   Sonstigeconsumption of the starting material
4. 4
   Temperaturthe reaction mixture was cooled to room temperature
5. 5
   Sonstigethe volatiles were removed under reduced pressure

Vorschrift

To a 25 mL microwave vial was added Bis(tri-tert-butylphosphine) palladium (0) (101 mg, 0.198 mmol) and N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine hydrochloride (750 mg, 1.981 mmol) before evacuating and backfilling with nitrogen (2×). After addition of Dioxane (5.659 ml), N-cyclohexyl-N-methylcyclohexanamine (0.840 ml, 3.96 mmol), and 3,4-dihydro-2H-pyran (666 mg, 7.92 mmol) was added and the mixture was heated to 105° C. Following complete consumption of the starting material, the reaction mixture was cooled to room temperature and the volatiles were removed under reduced pressure. Following silica gel chromatography, the title compound was obtained as a racemic mixture. MS (ESI, pos. ion) m/z: 346.0. IC50 (uM) 0.064.

Quelle