Piperidine, 1-(2-chloroethyl)-, hydrochloride → 6-{2-{2-[3-Fluoro-4-(2-piperidin-1-ylethoxy)phenyl]ethyl}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950310Notes

Reaction equation

HRID 1950310 reaction equation
FC1C=C(CCC2C=C(OC)C=CC=2C2CCC3C(=CC=C(OC)C=3)C2)C=CC=1O.Cl.ClCCN1CCCCC1.[F:41][C:42]1[CH:56]=[C:55]([CH2:57][CH2:58][C:59]2[CH:64]=[C:63]([O:65]C)[CH:62]=[CH:61][C:60]=2[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)[CH:54]=[CH:53][C:43]=1[O:44][CH2:45][CH2:46][N:47]1[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1>>[F:41][C:42]1[CH:56]=[C:55]([CH2:57][CH2:58][C:59]2[CH:64]=[C:63]([OH:65])[CH:62]=[CH:61][C:60]=2[CH:67]2[CH2:76][CH2:75][C:74]3[CH:73]=[C:72]([OH:77])[CH:71]=[CH:70][C:69]=3[CH2:68]2)[CH:54]=[CH:53][C:43]=1[O:44][CH2:45][CH2:46][N:47]1[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1

Participants

4

Reactant 3

HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 230875381-{2-{2-Fluoro-4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}piperidineHCID 579345142-Fluoro-4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenol

Product 1

HCID 579343836-{2-{2-[3-Fluoro-4-(2-piperidin-1-ylethoxy)phenyl]ethyl}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 74.3%

Procedure

Synthesized from 2-fluoro-4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenol and 1-(2-chloroethyl)piperidine hydrochloride according to an analogous synthetic method to Preparation Example 40, 1-{2-{2-fluoro-4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}piperidine (175 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (123 mg).

Sources & evidence

ORD record
ord-f4e4142d85bd43148408d8f690401c93
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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