Dimethylamine → HCID 86723878, compound

Participants

Reaction Steps

A solution of 3-[5-[1-(4-cyanophenyl)-1H-pyrazol-5-yl]-4-methyl-2,6-dioxo-3-(3-trifluoromethylphenyl)-2,3-dihydropyrimidin-1(6H)-yl]propanoic acid (prepared in Example 73) (26.4 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (13.8 mg), 1-hydroxy-7-azabenzotriazole (15.9 mg) and N,N-diisopropylethylamine (0.1 ml) in tetrahydrofuran (0.5 ml) was cooled under ice-cooling and thereto was added dimethylamine (0.05 ml: 2M tetrahydrofuran solution) and the resulting mixture was stirred at room temperature for five hours. To the reaction mixture was 1M aqueous potassium hydrogen sulfate solution (20 ml) and the resulting mixture was then extracted with ethyl acetate (20 ml×2). The organic layer was washed with water (10 ml) and saturated saline (20 ml), dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol) to afford 3-[5-[1-(4-cyanophenyl)-1H-pyrazole-5-yl]-4-methyl-2,6-dioxo-3-(3-trifluoromethylphenyl)-2,3-dihydropyrimidin-1(6H)-yl]-N,N-dimethylpropaneamide (3.1 mg).

Provenance & Evidence