C[C:2]1[C:7]([CH:8]=[O:9])=[CH:6][CH:5]=[C:4]([OH:10])[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:18][C:19]1[CH:34]=[CH:33][C:22]([O:23][CH2:24][C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:26])=[CH:21][CH:20]=1>CN(C=O)C>[O:26]=[C:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:24][O:23][C:22]1[CH:33]=[CH:34][C:19]([CH2:18][O:10][C:4]2[N:3]=[CH:2][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=2)=[CH:20][CH:21]=1To a solution of methyl 6-hydroxypyridine-3-carbaldehyde. (0.25 g, 2 mmol) in DMF (10 mL) was added cesium carbonate (0.97 g, 3 mmol) and stirred at RT for 30 min then added 2-[4-(bromomethyl)phenoxy]-1-phenylethanone (0.61 g, 2 mmol) this resulting mass was stirred at 80° C. for 12 h, reaction quenched with water and extracted with ethyl acetate, Organic layer was washed with water and brine solution dried over anhydrous Na2SO4 and concentrated to afford crude product which was purified by column chromatography to get pale brown solid as product (0.4 g, Yield: 60%); 1H NMR (300 MHz, CDCl3): δ 9.59 (s, 1H) 7.95-8.02 (m, 2H), 7.67-7.78 (m, 3H), 7.54-7.59 (m, 2H), 7.30-7.33 (d, 2H), 6.93-6.96 (d, 2H), 6.49-6.53 (d, 1H), 5.57 (s, 2H), 5.11 (s, 2H).
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