[C:1](Cl)(=[O:3])[CH3:2].[Cl:5][C:6]1[CH:14]=[CH:13][C:9]([CH2:10][NH:11]C)=[CH:8][C:7]=1[N+:15]([O-:17])=[O:16].[C:18]([O-])(O)=O.[Na+]>C1COCC1>[Cl:5][C:6]1[CH:14]=[CH:13][C:9]([CH:10]([NH:11][C:1](=[O:3])[CH3:2])[CH3:18])=[CH:8][C:7]=1[N+:15]([O-:17])=[O:16]TEA (0.28 mL, 2.0 mmol) followed by acetylchloride (96 L, 1.3 mmol) were added to 4-chloro-methyl-3-nitrobenzylamine (0.27 g, 1.3 mmol) in THF (5 mL) at rt. The mixture was stirred at rt for 3.5 h and additional acetylchloride (20 L, 0.27 mmol) was added. After 1 h at rt, NaHCO3 (aq, 5%) was added and the mixture extracted with EtOAc.
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