HCID 22105452, compound → HCID 22105469, compound

HRID 1456637Notes

Reaction equation

HRID 1456637 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

HCID 22105452HCID 22105452, compound

Product 1

HCID 22105469HCID 22105469, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

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.

Workup

  1. customThe crude material was purified on activated alumina
  2. customcrystallized from ether-isopropyl ether yielding 3.4 g (74%) of solid

Sources & evidence

ORD record
ord-d0bf69bf1adc492abbdb2e555080e206
Source dataset
uspto-grants-1998_12
Patent number
US05843941

Reaction notes

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