Ethanolamine → 2-(3-Imidazo[1,2-a]pyridin-6-ylmethyl-imidazo[1,2-b]pyridazin-6-ylamino)-ethanol

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

Ethanolamine (277 μL, 4.55 mmol) was added to a solution of (6-Chloro-3-imidazo[1,2-a]pyridin-6-ylmethyl-imidazo[1,2-b]pyridazine (Example 74, 65 mg, 0.228 mmol) and KF (67 mg, 1.138 mmol) in NMP (1.5 mL). The RM was stirred at 180° C. for 2 h. The mixture was diluted with EtOAc and washed with 1 M Na2CO3 (1×) and water (3×). The aqueous layer was extracted with EtOAc (×2). The combined organic layer was dried over Na2SO4, filtered and concentrated. The aqueous phase was further extracted with DCM (4×). The organic layer was then dried over Na2SO4, filtered and concentrated. The combined residues were purified by preparative LCMS to afford the title compound as a yellow oil (tR 2.62 min (conditions 4), MH+=309.1, 1H-NMR in DMSO-d6: 8.84 (s, 1H); 8.28 (d, 1H); 8.16 (d, 1H); 7.95 (m, 3H); 7.86 (s, 1H); 7.72 (m, 1H); 7.16 (d, 1H); 4.40 (s, 2H); 3.52 (t, 2H); 3.32 (m, 2H)).

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