Dimethylformamide → HCID 59515563, compound

Participants

Reaction Steps

To the solution of 7-(4-chlorophenyl)-2-methyl-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazine-3,6(2H,5H)-dione (12 mg, 0.034 mmol), prepared as described in Example in DMF (0.5 ml) was added K2CO3 (7 mg, 0.05 mmol) followed by 4-(bromomethyl)benzonitrile (8 mg, 0.041 mmol). After 15 min, the reaction mixture was diluted with ethyl acetate. The resultant solution was washed with water. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by reverse phase HPLC to give the title compound, 4-((8-(4-chlorophenyl)-3,6-dioxo-7-(pyridin-4-yl)-2,3-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-5(6H)-yl)methyl)benzonitrile, (3.5 mg, 18%) as a mono trifluoroacetate salt as a yellow foam. MS M+H=455. 1H (CD3OD) δ 8.66(2H), 7.71-7.65(6H), 7.34-7.31(4H), 5.93(2H).

Provenance & Evidence