Br[CH2:2][C:3]([C:5]1[O:6][C:7]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:8]=2[CH:9]=1)=O.[C:16]([NH2:19])(=[S:18])[CH3:17]>C(O)C>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:7]2[O:6][C:5]([C:3]3[N:19]=[C:16]([CH3:17])[S:18][CH:2]=3)=[CH:9][C:8]=2[CH:10]=1A solution of 2-bromo-1-(5-methoxy-benzofuran-2-yl)-ethanone (0.6 g, 2.2 mmol) and thioacetamide (0.4 g, 5.1 mmol) in ethanol (15 mL) were refluxed for 1hour. The reaction mixture was concentrated in vacuo and subjected to flash chromatography on silica gel (14% ethyl acetate:hexanes) to afford the title compound as a solid, (0.47 g; m.p. 136-137° C.).
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