Dimethylformamide → HCID 18472442, compound
Reaction equation
[Cl:1]CC1C=[CH:7][C:6]([NH:9][C:10]([C:12]2[CH2:21][CH2:20][C:19]3[C:14](=[CH:15][C:16]([C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=4)=[CH:17][CH:18]=3)[CH:13]=2)=[O:11])=[CH:5][CH:4]=1.[CH2:29]([N:32]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1)[CH2:30][CH3:31].C(O[CH2:43][CH3:44])(=O)C.[CH3:45]N(C=O)C>>[Cl-:1].[CH3:28][C:25]1[CH:26]=[CH:27][C:22]([C:16]2[CH:15]=[C:14]3[C:19]([CH2:20][CH2:21][C:12]([C:10]([NH:9][C:6]4[CH:5]=[CH:4][C:30]([CH2:29][N+:32]5([CH2:45][CH2:43][CH3:44])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]5)=[CH:31][CH:7]=4)=[O:11])=[CH:13]3)=[CH:18][CH:17]=2)=[CH:23][CH:24]=1Participants
5
Procedure
In DMF (3ml) was dissolved N-[4-(chloromethyl)-phenyl]-7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide (150mg), and to the mixture was added 1-propylperhydroazepine (109mg). The mixture was stirred at room temperature for 15 hours. To the reaction mixture was added ethyl acetate (100ml), and the resulting precipitate was filtered to give 1-[4-[7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamido]benzyl]-1-propyl-perhydroazepinium chloride (Compound 38) (163mg) as colorless crystals.
Workup
- filtrationthe resulting precipitate was filtered
Sources & evidence
- ORD record
- ord-fc604fca27194c9c9a2ac4cb33d6dfc7
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06172061B2
Reaction notes
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