Potassium Carbonate → HCID 68056723, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of cis-4-(5-bromo-4-methoxypyrimidin-2-yl)-2,6-dimethylmorpholine (671 mg, 2.22 mmol), 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (632 mg, 2.89 mmol) and potassium carbonate (798 mg, 5.77 mmol) in 1,4-dioxane (3 mL) and water (0.5 mL) stirred in air at 20° C. was added solid tetrakis(triphenylphosphine) palladium(0) (128 mg, 0.111 mmol). The reaction mixture was stirred under argon at 100° C. overnight. The reaction mixture was allowed to cool to room temperature, diluted with water and extracted with ethyl acetate (×3). The ethyl acetate layers were combined, dried over magnesium sulfate and evaporated under reduced pressure. The crude product was added to a silica gel column and was eluted with dichloromethane/methanol/triethylamine (20:1:0.5). Collected fractions were evaporated to give the title compound (120 mg, 0.031 mmol, 1.393% yield). LC/MS [M+H]+=318.

Provenance & Evidence