Br[CH:2]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[C:6]2[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:21].[N-:22]=[N+:23]=[N-:24].[Na+]>CC(C)=O.O>[N:22]([CH:2]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[C:6]2[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:21])=[N+:23]=[N-:24]A solution of rac-3-bromo-7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1-benzazepin-2-one (13.2 g, 36.0 mmole) in 180 ml acetone and 24 mL water was treated with a solution of sodium azide (3.51 g, 54.0 mmole) dissolved in 24 mL of water and stirred at ambient temperature. After 30 minutes, 500 mL of water was added. The precipitated product was collected and dried, yielding 10.6 g (89%) of the title compound as a solid.
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