[Br:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][C@H:11]3[C@@H:15]([CH3:16])[CH2:14][N:13](C(OCC4C=CC=CC=4)=O)[CH2:12]3)=[C:8]([C:27](=[O:29])[NH2:28])[CH:7]=[N:6][N:5]2[CH:30]=1.I[Si](C)(C)C.CO>C(#N)C>[Br:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][C@H:11]3[C@@H:15]([CH3:16])[CH2:14][NH:13][CH2:12]3)=[C:8]([C:27]([NH2:28])=[O:29])[CH:7]=[N:6][N:5]2[CH:30]=1.[BrH:1]To a suspension of (3S,4S)-benzyl 3-((2-bromo-7-carbamoylimidazo[1,2-b]pyridazin-8-yl)amino)-4-methylpyrrolidine-1-carboxylate (3.78 g, 7.98 mmol) in acetonitrile (53 ml) at 0° C. was added iodotrimethylsilane (3.26 ml, 23.96 mmol) dropwise. The reaction solution was stirred at room temperature for 1.5 h. The reaction was cooled to 0° C. and quenched with methanol (3.23 ml, 80 mmol). The resulting suspension was stirred at 0° C. for 30 min, filtered, washed with diethyl ether, and dried under vacuum to afford 2-bromo-8-(((3S,4S)-4-methylpyrrolidin-3-yl)amino)imidazo[1,2-b]pyridazine-7-carboxamide, 2 hydrobromide (3.94 g, 7.86 mmol, 98% yield) as a light yellow solid. ESI-MS (analytical LCMS Method B): m/z 341.1 ([M+H]+). HPLC (analytical HPLC Method B) Rt: 1.503 min.
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