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 (3 ml) was dissolved N-[4-(chloromethyl)-phenyl]-7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide (150 mg), and to the mixture was added 1-propylperhydroazepine (109 mg). The mixture was stirred at room temperature for 15 hours. To the reaction mixture was added ethyl acetate (100 ml), 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) (163 mg) as colorless crystals.
Workup
- filtrationthe resulting precipitate was filtered
Sources & evidence
- ORD record
- ord-5fcd5227cc1947a28b5dab48f5217bdf
- Source dataset
- uspto-grants-2001_07
- Patent number
- US06268354B1
Reaction notes
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