Potassium Carbonate → HCID 178476278, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-bromo-6-(butylamino)imidazo[1,2-b]pyridazine (100 mg, 0.38 mmol), (1H-pyrazol-4-yl)boronic acid (45 mg, 0.38 mmol), PdCl2(PPh3)2 (10 mg, 0.014 mmol) and potassium carbonate (98 mg, 0.71 mmol) was dissolved in CH3CN (3 mL) and water (1.5 mL). The reaction was heated at 140° C. for 30 min in the microwave. The catalyst was filtered off celite, then the filtrate was concentrated and purified by Prep HPLC (neutral) to give N-butyl-3-(1H-pyrazol-3-yl)imidazo[1,2-b]pyridazin-6-amine acetate salt as yellow solid (1.7 mg, 2% yield): 1H NMR (400 MHz, METHANOL-d4) δ ppm 8.12 (s, 1H), 7.86-7.92 (m, 2H), 7.30 (d, J=2.53 Hz, 1H), 7.17 (d, J=9.85 Hz, 1H), 3.47 (t, J=7.20 Hz, 2H), 1.75 (quin, J=7.26 Hz, 2H), 1.52 (sxt, J=7.43 Hz, 2H), 1.02 (t, J=7.33 Hz, 3H); LRMS (ESI) m/e 257.2 [(M+H)+, calcd for C13H17N6 257.3].

Provenance & Evidence