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

HRID 1950305Notes

Reaction equation

HRID 1950305 reaction equation
COC1C=CC(C2CCC3C(=CC=C(OC)C=3)C2)=C(CCC2C=CC(O)=CC=2)C=1.Cl.ClCCN1CCCCC1.C[O:41][C:42]1[CH:43]=[CH:44][C:45]([CH:65]2[CH2:74][CH2:73][C:72]3[C:67](=[CH:68][CH:69]=[C:70]([O:75]C)[CH:71]=3)[CH2:66]2)=[C:46]([CH2:48][CH2:49][C:50]2[CH:64]=[CH:63][C:53]([O:54][CH2:55][CH2:56][N:57]3[CH2:62][CH2:61][CH2:60][CH2:59][CH2:58]3)=[CH:52][CH:51]=2)[CH:47]=1>>[OH:41][C:42]1[CH:43]=[CH:44][C:45]([CH:65]2[CH2:74][CH2:73][C:72]3[CH:71]=[C:70]([OH:75])[CH:69]=[CH:68][C:67]=3[CH2:66]2)=[C:46]([CH2:48][CH2:49][C:50]2[CH:64]=[CH:63][C:53]([O:54][CH2:55][CH2:56][N:57]3[CH2:62][CH2:61][CH2:60][CH2:59][CH2:58]3)=[CH:52][CH:51]=2)[CH:47]=1

Participants

4

Reactant 3

HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 579342224-{2-[5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenolHCID 666270991-{2-{4-{2-[5-Methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}piperidine

Product 1

HCID 579339956-{4-Hydroxy-2-{2-[4-(2-piperidin-1-ylethoxy)phenyl]ethyl}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 73.6%

Procedure

Synthesized from 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-{4-{2-[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]ethyl}phenoxy}ethyl}piperidine (167 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (116 mg).

Sources & evidence

ORD record
ord-7e4b5281c3b64c38b3c2888be21bc53e
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

Loading…