3-Fluoroaniline → HCID 57625968, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 0.5 g of 3-(4-tert-butylphenyl)-1-[(2-chloropyridin-4-yl)methyl]-5,5-dimethylimidazolidine-2,4-dione obtained in stage a) of Example 7 in 15 mL of dioxane are successively added, under argon, 250 μl of 3-fluoroaniline, 1.6 g of caesium carbonate, 90 mg of (9,9-dimethyl-9H-xanthene-3,6-diyl)bis(diphenylphosphine) [xantphos] and 29 mg of palladium diacetate. The reaction mixture is heated at 95° C. for 2 hours, filtered and concentrated under reduced pressure. The residue is purified by chromatography on a column of silica, eluting with a mixture of cyclohexane and ethyl acetate (60/40 by volume) to give 451 mg of 3-(4-tert-butylphenyl)-1-({2-[(3-fluorophenyl)amino]pyridin-4-yl}methyl)-5,5-dimethyl-imidazolidine-2,4-dione, the characteristics of which are as follows:

Provenance & Evidence