Iodine → HCID 90197167, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 4-(5-(3-isopropyl-6-methyl-2,4-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)-1H-pyrazol-1-yl)benzonitrile (prepared in Example 42) (0.82 g) in acetonitrile (15 ml) were added iodine (0.26 g) and cerium ammonium nitrate (0.56 g) and the resulting mixture was stirred at 50° C. for one hour. The reaction mixture was cooled to room temperature, and thereto were added ethyl acetate (50 ml) and 5% aqueous sodium hydrogen sulfite solution (25 ml), and the mixture was partitioned. The aqueous layer was extracted with ethyl acetate, and the organic layer was washed with saturated saline and dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford 4-(4-iodo-5-(3-isopropyl-6-methyl-2,4-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)-1H-pyrazol-1-yl)benzonitrile (0.95 g) as white solid.

Provenance & Evidence