Potassium Carbonate → 2-(4-(isoxazol-5-yl)benzyl)-8-chloro-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 8-chloro-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (300 mg, 1.07 mmol), prepared as described in Example 354, in DMF (5 mL) was added K2CO3 (180 mg, 1.3 mmol) followed by 5-(4-(bromomethyl)phenyl)isoxazole (305 mg, 1.28 mmol), prepared as described in Example 250A. The reaction mixture was stirred at 70° C. for 2 h. The reaction mixture was cooled to RT, diluted with water (25 mL) and a precipitate formed. The solid was collected by filtration. The solid was washed with water (2×25 mL) followed by hexanes (20 mL). The solid was dried in a vacuum oven at 40° C. The title compound 2-(4-(isoxazol-5-yl)benzyl)-8-chloro-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (450 mg, 96%) was obtained as a yellow solid. HPLC: 3.50 min; M+H=438.

Provenance & Evidence