Cesium carbonate → HCID 59716598, compound

Participants

Reaction Conditions

Reaction Steps

To 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (40 mg, 0.11 mmol), prepared as described in Example 1, in DMF (1 mL) was added Cs2CO3 (110 mg, 0.33 mmol) and 4-(2-chloroethyl)morpholine hydrochloride (31 mg, 0.166 mmol). The reaction mixture was stirred at 70° C. for 30 min under argon. After this time, the reaction mixture was diluted with water (5 mL). The resulting solution was extracted with EtOAc (3×5 mL). The combined organic layers were washed with water (2×5 mL) and saturated aqueous sodium chloride (2×5 mL). The organic layer was concentrated. The resultant crude material was purified by preparative HPLC to give the title compound, 7,8-bis(4-chlorophenyl)-2-(2-morpholinoethyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (35 mg, 67%) as yellow solid. MS M+H=470; 1H NMR (CDCl3) δ 8.17 (1H, s), 7.28-7.34 (6H, m), 7.10 (2H, d, J=10.0 Hz), 4.44 (4H, t, J=5.0 Hz), 3.96-4.01 (4H), 3.50 (4H, t, J=5.0 Hz).

Provenance & Evidence