Potassium Carbonate → 4-((7-(4-Chlorophenyl)-3-oxo-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-2(3H)-yl)methyl)benzonitrile

Participants

Reaction Conditions

Reaction Steps

A solution of 7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (96 mg, 0.3 mmol), prepared as described in Example 244, K2CO3 (82 mg, 0.59 mmol), and α-bromo-p-toluonitrile (70 mg, 0.356 mmol) in DMF (1 mL) was heated at 65° C. for 2.5 h. Using a similar procedure as described in Example 247, the crude product was obtained. The crude product was purified by reverse phase HPLC to give the title compound, 4-((7-(4-Chlorophenyl)-3-oxo-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-2(3H)-yl)methyl)benzonitrile (27 mg) as a yellow solid. HPLC RT: 2.45 min; M+H=439; 1H NMR (CDCl3): δ 8.63 (d, J=6.04 Hz, 2H), 8.21 (s, 1H), 7.63 (d, J=8.2 Hz, 2H), 7.49 (d, J=8.2 Hz, 2H), 7.33 (m, 2H), 7.21 (m, 2H), 7.08 (m, 2H), 5.25 (2H).

Provenance & Evidence