Acetyl chloride → HCID 59716924, compound

Participants

Reaction Steps

To a solution of 2-(4-(trifluoromethyl)benzyl)-7,8-bis(4-chlorophenyl)-6-methyl-5,6-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (8 mg, 0.015 mmol), prepared as described in Example 469 in CH2Cl2 (0.2 mL) at RT was added diisopropyl ethyl amine (5.8 mg, 0.045 mmol), followed by acetyl chloride (2.4 mg, 0.030 mmol). The reaction was stirred at RT for 2 h. LC-MS showed the completion of the reaction. The solvent was evaporated and the residue was purified using reverse phase HPLC to give the title compound, 2-(4-(Trifluoromethyl)benzyl)-5-acetyl-7,8-bis(4-chlorophenyl)-6-methyl-5,6-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (6 mg, 70%) as a white solid. HPLC retention time: 4.23 min; MS [M+H]+: found 573. 1H NMR (CDCl3, 400 MHz) δ 7.65 (d, 2H), 7.51 (d, 2H), 7.30-7.22 (m, 4H), 7.17 (dd, 2H), 7.06 (dd, 2H), 5.70 (q, 1H), 5.14-5.11 (m, 2H), 2.28 (s, 3H), 1.28 (s, 3H).

Provenance & Evidence