[Br:1][C:2]1[S:6][C:5](C(N)=O)=[C:4]([NH:10][CH3:11])[C:3]=1[CH3:12].[CH3:13][C:14]([CH3:16])=O.[O-]S([O-])(=O)=O.[Mg+2].CC1C=CC(S(O)(=O)=O)=CC=1.[C:34]([O-:37])(O)=O.[Na+].C[N:40](C=O)C>>[Br:1][C:2]1[S:6][C:5]2[C:34](=[O:37])[NH:40][C:14]([CH3:16])([CH3:13])[N:10]([CH3:11])[C:4]=2[C:3]=1[CH3:12]A mixture of 5-bromo-4-methyl-3-(methylamino)thiophene-2-carboxamide (2.34 g, 9.39 mmol), acetone (10 mL, 136 mmol), MgSO4 (1.13 g, 9.39 mmol), PTSA (0.089 g, 0.47 mmol) and DMF (10 mL) was stirred at 60° C. overnight. The mixture was poured into saturated aqueous NaHCO3 and extracted with EtOAc, and the extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (Purif, NH, 98:2 hexane/EtOAc to 50:50 hexane/EtOAc) to afford the title compound (1.17 g, 43%) as a pale orange solid:
読み込み中…