N-(2-chloroethyl)perhydroazepine hydrochloride → 6-{2-{2-[4-(2-Azepan-1-ylethoxy)phenyl]ethyl}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950306Notes

Reaction equation

HRID 1950306 reaction equation
COC1C=CC(C2CCC3C(=CC=C(OC)C=3)C2)=C(CCC2C=CC(O)=CC=2)C=1.Cl.ClCCN1CCCCCC1.C[O:42][C:43]1[CH:44]=[CH:45][C:46]([CH:67]2[CH2:76][CH2:75][C:74]3[C:69](=[CH:70][CH:71]=[C:72]([O:77]C)[CH:73]=3)[CH2:68]2)=[C:47]([CH2:49][CH2:50][C:51]2[CH:66]=[CH:65][C:54]([O:55][CH2:56][CH2:57][N:58]3[CH2:64][CH2:63][CH2:62][CH2:61][CH2:60][CH2:59]3)=[CH:53][CH:52]=2)[CH:48]=1>>[N:58]1([CH2:57][CH2:56][O:55][C:54]2[CH:65]=[CH:66][C:51]([CH2:50][CH2:49][C:47]3[CH:48]=[C:43]([OH:42])[CH:44]=[CH:45][C:46]=3[CH:67]3[CH2:76][CH2:75][C:74]4[CH:73]=[C:72]([OH:77])[CH:71]=[CH:70][C:69]=4[CH2:68]3)=[CH:52][CH:53]=2)[CH2:64][CH2:63][CH2:62][CH2:61][CH2:60][CH2:59]1

Participants

4

Reactant 3

HCID 24188283N-(2-chloroethyl)perhydroazepine hydrochlorideHCID 579342224-{2-[5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenolHCID 666280411-{2-{4-{2-[5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}azepane

Product 1

HCID 579341566-{2-{2-[4-(2-Azepan-1-ylethoxy)phenyl]ethyl}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 68.1%

Procedure

Synthesized from 4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenol and 1-(2-chloroethyl)azepane hydrochloride according to an analogous synthetic method to Preparation Example 40, 1-{2-{4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}azepane (174 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (112 mg).

Sources & evidence

ORD record
ord-2d695079daf542b487d1941376535a94
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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