N-(2-chloroethyl)perhydroazepine hydrochloride → 1-{2-{4-[5-Methoxy-2-(6-methoxynaphthalen-2-yl)benzyl]phenoxy}ethyl}azepane

HRID 1950028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1950028
OC1C=CC(C(C2C=C(OC)C=CC=2C2C=CC3C(=CC=C(OC)C=3)C=2)=O)=CC=1.Cl.ClCCN1CCCCCC1.[N:41]1([CH2:48][CH2:49][O:50][C:51]2[CH:56]=[CH:55][C:54]([C:57]([C:59]3[CH:64]=[C:63]([O:65][CH3:66])[CH:62]=[CH:61][C:60]=3[C:67]3[CH:76]=[CH:75][C:74]4[C:69](=[CH:70][CH:71]=[C:72]([O:77][CH3:78])[CH:73]=4)[CH:68]=3)=O)=[CH:53][CH:52]=2)[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]1>>[CH3:66][O:65][C:63]1[CH:62]=[CH:61][C:60]([C:67]2[CH:76]=[CH:75][C:74]3[C:69](=[CH:70][CH:71]=[C:72]([O:77][CH3:78])[CH:73]=3)[CH:68]=2)=[C:59]([CH:64]=1)[CH2:57][C:54]1[CH:55]=[CH:56][C:51]([O:50][CH2:49][CH2:48][N:41]2[CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47]2)=[CH:52][CH:53]=1

Komponenten

4

Edukt 3

HCID 24188283N-(2-chloroethyl)perhydroazepine hydrochlorideHCID 57933864(4-Hydroxyphenyl)[5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanoneHCID 66626326[4-(2-Azepan-1-ylethoxy)phenyl][5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanone

Produkt 1

HCID 666277861-{2-{4-[5-Methoxy-2-(6-methoxynaphthalen-2-yl)benzyl]phenoxy}ethyl}azepaneAusbeute 72 %

Versuchsvorschrift

Synthesized from (4-hydroxyphenyl)[5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanone and 1-(2-chloroethyl)azepane hydrochloride according to an analogous synthetic method to Preparation Example 40, [4-(2-azepan-1-ylethoxy)phenyl][5-methoxy-2-(6-methoxynaphthalen-2-yl)phenyl]methanone (1.0 g) was used according to an analogous synthetic method to Example 337 described below to provide 1-{2-{4-[5-methoxy-2-(6-methoxynaphthalen-2-yl)benzyl]phenoxy}ethyl}azepane (700 mg). This compound (421 mg) was used according to an analogous synthetic method to Example 111 described below to provide the title compound (105 mg).

Quellen und Nachweise

ORD-Eintrag
ord-fb43e3a5b60c4025a729a8d10beb96fd
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399520B2

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