BrC1SC([C:7]([O:9][CH3:10])=[O:8])=C(NC)C=1C.[CH3:14][O-].[Na+].[Br:17][C:18]1[S:22][C:21]([C:23]([O:25]C)=O)=[C:20]([N:27]([CH3:34])[C:28](=[O:33])[C:29](F)(F)F)[C:19]=1[CH3:35]>CO>[Br:17][C:18]1[S:22][C:21]2[C:23]([OH:25])=[C:29]([C:7]([O:9][CH2:10][CH3:14])=[O:8])[C:28](=[O:33])[N:27]([CH3:34])[C:20]=2[C:19]=1[CH3:35]Methyl 5-bromo-4-methyl-3-(methylamino)thiophene-2-carboxylate. Sodium methanolate (3.9 mL, 1.9 mmol) was added to a suspension of methyl 5-bromo-4-methyl-3-(2,2,2-trifluoro-N-methylacetamido)thiophene-2-carboxylate (0.70 g, 1.9 mmol) in MeOH (5 mL) and stirred for 1 hour. The solvent was removed, and the residue was dissolved in CHCl3, washed with water, brine, dried over MgSO4, and evaporated. The residue was purified by flash chromatography using EtOAc/hexanes to give the title compound. MS (ESI) m/z: Calculated 264.1; Observed; 265.9. 1H NMR (300 MHz, CDCl3) δ ppm 6.85 (1H, br. s.), 3.79 (3H, s), 3.06 (3H, s), 2.28 (3H, s).
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