[CH3:1][C:2]1[N:3]=[N:4][CH:5]=[CH:6][C:7]=1[O:8][C:9]1[C:10]([NH2:15])=[N:11][CH:12]=[CH:13][CH:14]=1.[Br:16]N1C(=O)CCC1=O>CN(C=O)C.O>[Br:16][C:13]1[CH:14]=[C:9]([O:8][C:7]2[CH:6]=[CH:5][N:4]=[N:3][C:2]=2[CH3:1])[C:10]([NH2:15])=[N:11][CH:12]=13-(3-Methylpyridazin-4-yloxy)pyridin-2-amine (0.50 g, 2.5 mmol) was dissolved in DMF (7 mL). N-Bromosuccinimide (0.46 g, 2.6 mmol) was added and the solution stirred at ambient temperature for 5 minutes. The solution was diluted with water and filtered through celite (rinsing with chloroform). The solution was extracted with chloroform, dried (Na2SO4), filtered and concentrated. Flash chromatography gave 5-bromo-3-(3-methylpyridazin-4-yloxy)pyridin-2-amine (0.66 g, 95%).
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