Sodium Carbonate → 2,6-Dimethyl-8-(1-propyl-butyl)-3-(1,3,5-trimethyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

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Reaction Steps

3-Iodo-2,6-dimethyl-8-(1-propyl-butyl)-imidazo[1,2-b]pyridazine (75 mg, 0.20 mmol), 1,3,5-trimethylpyrazole-4-boronic acid (80 mg, 0.52 mmol), 2N Na2CO3 solution (0.22 ml), and 5.0 mg (0.0004 mmol) of Pd(PPh3)4 are combined in microwave pressure vessel with 1.5 ml of dimethylether/H2O/ethanol (7:3:2) solution. The mixture is microwaved at 140° C. for 25 minutes. The mixture is evaporated and chromatographed on silica gel column using hexanes then 3:1 hexane:ethyl acetate, then 1:1 hexane:ethyl acetate to give the title compound (22.8%) as a clear oil. 1H-NMR (DMSO-d6): δ6.88 (s, 1H); 3.72 (s, 3H); 3.06-3.10 (m, 1H); 2.40 (s, 3H); 2.21 (s, 3H); 2.02 (s, 3H); 1.92 (s, 3H); 1.60-1.76 (m, 4H); 1.08-1.21 (m, 4H); 0.82 (t, J=7.49 Hz, 6H) ppm. MS/ES+354 (100%, M+1).

Provenance & Evidence