Sodium Carbonate → 3-[3-Chloro-5-(4-fluoro-phenyl)-thiophen-2-yl]-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine

Participants

Reaction Steps

Using a procedure similar to Example 25, 3-(5-bromo-3-chloro-thiophen-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.25 g, 0.61 mmol), 4-fluorophenylboronic acid (0.093 g, 0.67 mmol), 2 M Na2CO3 (0.45 mL, 0.91 mmol), n-PrOH (2 mL), Pd(OAc)2 (0.0068 g, 0.030 mmol) and PPh3 (0.016 g, 0.061 mmol) furnish the title compound (0.041 g, 0.096 mmol, 16%). 1H NMR (CDCl3), δ 0.89 (t, J=7.5 Hz, 6H), 1.76-1.94 (m, 4H), 2.53 (s, 3H), 2.54 (s, 3H), 3.29-3.38 (m, 1H), 6.70 (s, 1H), 7.07-7.13 (m, 2H), 7.22 (s, 1H), 7.54-7.60 (m, 2H). LC/MS (m/z): calcd. for C23H23ClFN3S (M+H)+: 428.2; found: 428.1.

Provenance & Evidence