Cesium carbonate → 3-(4-Tert-butylphenyl)-1-({2-[(6-chloropyridin-3-yl)amino]pyridin-4-yl}methyl)-5,5-dimethylimidazolidine-2,4-dione

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.5 g of 1-[(2-aminopyridin-4-yl)methyl]-3-(4-tert-butylphenyl)-5,5-dimethylimidazolidine-2,4-dione hydrochloride obtained in stage c) of Example 7 in 35 mL of dioxane are successively added under argon 0.39 g of 2-chloro-5-iodopyridine, 1.8 g of caesium carbonate, 947 mg of (9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine) (xantphos) and 30 mg of palladium diacetate. The reaction mixture is heated at 90° C. for 3 hours and then filtered, and the filtrate is concentrated under reduced pressure. The residue is purified by chromatography on a column of silica, eluting with a mixture of cyclohexane and ethyl acetate (62/38 by volume) to give 0.368 g of 3-(4-tert-butylphenyl)-1-({2-[(6-chloropyridin-3-yl)amino]pyridin-4-yl}methyl)-5,5-dimethylimidazolidine-2,4-dione, the characteristics of which are as follows:

Provenance & Evidence