Hydrazine, ethyl-, ethanedioate (1:1) → 4-{(4R)-7-Ethyl-2,5-dioxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4,5,6,7,8-octahydropyrimido[4,5-d]-pyridazin-4-yl}benzonitrile

Participants

Reaction Conditions

Reaction Steps

200 mg (0.393 mmol) of ethyl (4R)-6-(bromomethyl)-4-(4-cyanophenyl)-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate (Example 6A) were dissolved in 1 ml of dioxane, 71 mg (0.472 mmol) of ethylhydrazine oxalate were added and the mixture was stirred at 120° C. for 3 hours. The reaction mixture was then concentrated, and the residue that remained was purified by preparative HPLC (Method 10). The product fractions were combined and concentrated, and the solid that remained was dried under reduced pressure (Yield: 26.0 mg, 15% of theory).

Provenance & Evidence