Dimethylformamide → HCID 18472442, compound

HRID 1277061Notes

Reaction equation

HRID 1277061 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]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 12097447HCID 12097447, compoundHCID 18472361N-[4-(chloromethyl)phenyl]-7-(4-methylphenyl)-3,4-dihydronaphthalene-2-carboxamide

Product 1

HCID 18472442HCID 18472442, compound

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-propylperhydroazepinium chloride (Compound 38) (163 mg) as colorless crystals.

Workup

  1. filtrationthe resulting precipitate was filtered

Sources & evidence

ORD record
ord-77834353ca0a46afbadce292a7a45e11
Source dataset
uspto-grants-2000_12
Patent number
US06166006

Reaction notes

Loading…