HCID 22105452, compound → HCID 22105469, compound
Reaction equation
[N:1]([CH:4]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]2[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:7]=2[NH:6][C:5]1=[O:23])=[N+]=[N-]>C(O)(=O)C.[Pd]>[NH2:1][CH:4]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]2[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:7]=2[NH:6][C:5]1=[O:23]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of rac-3-azido-7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1-benzazepin-2-one (5 g, 15.2 mmole) in 300 mL of acetic acid was added 5% Pd/C (250 mg). The mixture was hydrogenated at 1 atm pressure for 2 hours. The crude material was purified on activated alumina and crystallized from ether-isopropyl ether yielding 3.4 g (74%) of solid. Melting point: 188°-191° C.