2-Bromo-5-methylpyridine → 5-methyl-N-(4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)phenyl)pyridin-2-amine

Participants

Reaction Conditions

Reaction Steps

A glass microwave reaction vessel was charged with 4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline (0.251 g, 0.925 mmol), 2-bromo-5-methylpyridine (0.133 g, 0.7708 mmol), BrettPHOS precatalyst (0.012 g, 0.015 mmol), and sodium tert-butoxide (0.185 g, 1.927 mmol). The flask was placed under vacuum then flushed with argon. Dioxane (2.57 mL) was added and the reaction was heated to 90° C. to stir overnight. The crude product was adsorbed onto a plug of silica gel and chromatographed to provide 5-methyl-N-(4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)phenyl)pyridin-2-amine. MS (ESI, pos. ion) m/z: 363.1. IC50 (uM) 0.000178.

Provenance & Evidence