Acetic Acid → 4-[4-[6-methyl-2,4-dioxo-3-propyl-1-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl]-4H-1,2,4-triazol-3-yl]benzonitrile

Participants

Reaction Steps

A solution of 4-cyanobenzohydrazide (46.0 mg) and dimethylformamide dimethylacetal (110 μl) in N,N-dimethy formamide (2.0 ml) was stirred at 50° C. for thirty minutes and then cooled to room temperature, and thereto were added 5-amino-6-methyl-3-propyl-1-(3-trifluoromethylphenyl)pyrimidin-2,4(1H,3H)-dione (prepared in Reference Example 193) (20.0 mg) and acetic acid (0.5 ml) and the resulting mixture was stirred at 130° C. for eight hours. To the reaction mixture was added water (10 ml) and the resulting mixture was extracted with ethyl acetate (10 ml×2). The organic layer was washed with water (10 ml×2) 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 4-[4-[6-methyl-2,4-dioxo-3-propyl-1-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl]-4H-1,2,4-triazol-3-yl]benzonitrile (7.8 mg).

Provenance & Evidence