Hydrochloric Acid → HCID 53353334, compound

Participants

Reaction Steps

To a suspension of 4-benzyl-2-chloro-6-methyl-pyrimidine (WO2009103652; 70 mg, 0.32 mmol) and 4-(4-aminopiperidino)pyridine dihydrochloride (ABCR; 80 mg, 0.32 mmol) in dioxane (2 mL) was added potassium carbonate (885 mg, 6.4 mmol), palladium(II) acetate (3 mg, 0.013 mmol) and 2-(dicyclohexylphosphino)biphenyl (11 mg, 0.031 mmol). The reaction mixture was refluxed overnight, concentrated, hydrolyzed and extracted with ethyl acetate. Chromatography on Si-Amine (Silicycle, 10 g) using cyclohexane/ethyl acetate as eluent gave a gummy solid which was dissolved in dioxane and treated with a few drops of dioxane saturated with HCl gas to yield the title compound as a slightly yellow solid (70 mg, 51%).

Provenance & Evidence