N,N'-Dimethylethylenediamine → 3-Benzoyl-1-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-fluorophenyl}-4-methylimidazolidin-2-one

Participants

Reaction Steps

To a mixture of (4-bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (157 mg) described in Preparation Example 114, 1-benzoyl-5-methylimidazolidin-2-one (105 mg) described in Preparation Example 56, tripotassium phosphate (170 mg) and copper(I) iodide (76 mg) were added 1,4-dioxane (8 mL) and N,N′-dimethylethylenediamine (86 μL), and the mixture was stirred with heating under reflux for 10 hr. The reaction mixture was cooled, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (35 mg).

Provenance & Evidence