Hydrochloric Acid → 1-(2-Amino-ethyl)-3-ethyl-3-(3-methoxy-phenyl)-azepan-2-one hydrochloride

HRID 1594907Notes

Reaction equation

HRID 1594907 reaction equation
[N:1]([CH2:4][CH2:5][N:6]1[CH2:12][CH2:11][CH2:10][CH2:9][C:8]([CH2:21][CH3:22])([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)[C:7]1=[O:23])=[N+]=[N-].[ClH:24]>CO.[Pd]>[ClH:24].[NH2:1][CH2:4][CH2:5][N:6]1[CH2:12][CH2:11][CH2:10][CH2:9][C:8]([CH2:21][CH3:22])([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=2)[C:7]1=[O:23]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 217062381-(2-Azido-ethyl)-3-ethyl-3-(3-methoxy-phenyl)-azepan-2-one

Product 1

HCID 217061961-(2-Amino-ethyl)-3-ethyl-3-(3-methoxy-phenyl)-azepan-2-one hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-(2-azido-ethyl)-3-ethyl-3-(3-methoxy-phenyl)-azepan-2-one (as described above in Step B) (0.56 g, 1.94 mmol) in MeOH (20 mL) and 10% HCl (5 mL) was added 10% Pd/C (0.1 g) under argon. The mixture was placed under 1 atm of H2 and stirred for 2 hr. Filtration and concentration to dryness gave the title compound.

Workup

  1. filtrationFiltration and concentration to dryness

Sources & evidence

ORD record
ord-5e4c45b0c8d1421d9e08b1c6690e8442
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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