3-Ethylpyridine → 3-Ethyl-1-[4-(7-phenyl-3,4-dihydronaphthalene-2-carboxamido)benzyl]pyridinium chloride

HRID 1387807

Reaktionsgleichung

[Cl:1][CH2:2][C:3]1[CH:8]=[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][CH:25]=[CH:24][CH:23]=4)=[CH:17][CH:18]=3)[CH:13]=2)=[O:11])=[CH:5][CH:4]=1.[CH2:28]([C:30]1[CH:31]=[N:32][CH:33]=[CH:34][CH:35]=1)[CH3:29]>CN(C=O)C>[Cl-:1].[CH2:28]([C:30]1[CH:31]=[N+:32]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([NH:9][C:10]([C:12]3[CH2:21][CH2:20][C:19]4[C:14](=[CH:15][C:16]([C:22]5[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=5)=[CH:17][CH:18]=4)[CH:13]=3)=[O:11])=[CH:5][CH:4]=2)[CH:33]=[CH:34][CH:35]=1)[CH3:29]

Komponenten

Reaktionsbedingungen

Temperatur: 70 °C

Versuchsvorschrift

In DMF (3 ml) was dissolved N-[4-(chloromethyl)-phenyl]-7-phenyl-3,4-dihydronaphthalene-2-carboxamide (160 mg), and to the mixture was added 3-ethylpyridine (146 μl). The mixture was stirred at 70° C. for 72 hours and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate-methanol to give 3-ethyl-1-[4-(7-phenyl-3,4-dihydronaphthalene-2-carboxamido)benzyl]pyridinium chloride (Compound 27) (185 mg) as colorless crystals.

Aufarbeitung

concentrationconcentrated under reduced pressure
customThe residue was recrystallized from ethyl acetate-methanol

Quellen und Nachweise

ORD-Eintrag: ord-4cae7f802b1f43ceb0594a0fd2589469
Quelldatensatz: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06268354B1

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