Sodium Hydroxide → 2-Amino-7-[beta-(p-chloro-phenyl)-ethyl]-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine dihydrochloride
Reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:11][CH2:10][N:9]([C:12](=O)[CH2:13][C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH2:8][CH2:7][C:6]=2[N:22]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O1CCCC1>[ClH:20].[ClH:20].[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH2:8][CH2:7][C:6]=2[N:22]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
3 gm (9.5 mmols) of 2-amino-7-(p-chlorophenyl-acetyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine were added in portions to a stirred suspension of 3.8 gm (0.1 mol) of lithium aluminum hydride in 150 ml of absolute tetrahydrofuran, and the mixture was stirred overnight. Thereafter, the excess lithium aluminum hydride was decomposed with 2 N sodium hydroxide, the precipitated sodium aluminate was suction-filtered off, and the filtrate was evaporated. The residue was column-chromatographically purified on silicagel with ethyl acetate/methanol (2:1) as the mobile phase, and the dihydrochloride was precipitated with ethanolic hydrochloric acid.
Workup
- filtrationthe precipitated sodium aluminate was suction-filtered off
- customthe filtrate was evaporated
- custompurified on silicagel with ethyl acetate/methanol (2:1) as the mobile phase
- customthe dihydrochloride was precipitated with ethanolic hydrochloric acid
Sources & evidence
- ORD record
- ord-be8833c4171745a983341d2121e3de89
- Source dataset
- uspto-grants-1983_10
- Patent number
- US04409220
Reaction notes
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