[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([NH2:11])=[CH:9][N:10]=2)[N:7]=1.[Br:12][CH2:13][CH2:14][CH2:15][C:16](Cl)=[O:17].N1C=CC=CC=1>C1COCC1.CCOC(C)=O>[Br:12][CH2:13][CH2:14][CH2:15][C:16]([NH:11][C:8]1[N:6]2[N:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]2=[N:10][CH:9]=1)=[O:17]To 1.0 g (5.930 mmol) of 6-chloroimidazo[1,2-b]pyridazin-3-amine dissolved in 15 mL of THF was added 4-bromobutanoyl chloride (1.21 g, 6.52 mmol) and pyridine (0.96 mL, 11.86 mmol). This mixture was stirred for 1 hr at rt, and then diluted with 30 mL EtOAc and quenched with aq. NaHCO3. The organic layer was separated and washed with brine, dried over MgSO4, and concentrated. The solid obtained (1.39 g, 74% yield) was pure enough to be used for the next step without further purification.
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