[NH2:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([OH:12])[C:5]([Br:13])=[CH:4][CH:3]=1.Br[CH2:15][C:16]([NH2:18])=[O:17].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([O:12][CH2:15][C:16](=[O:17])[NH2:18])[C:5]([Br:13])=[CH:4][CH:3]=1A mixture of methyl 6-amino-3-bromo-2-hydroxybenzoate (prepared according to Wang et al, Bioorg Med Chem Lett, 2007, 17, 2817, 7.55 g), bromoacetamide (4.55 g) and potassium carbonate (10.0 g) in DMF (70 mL) was heated to 60° C. for 17 hours. After cooling, the mixture was concentrated in vacuo and the residue was dissolved in ethyl acetate and water and the layers were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layers were dried (Na2SO4) and filtered. The filtrate was concentrated in vacuo to give an orange solid which was triturated with ether to give methyl 6-amino-3-bromo-2-carbamoylmethoxybenzoate (5.81 g) as a sandy coloured solid.
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