1-(2-Chloroethyl)pyrrolidine hydrochloride → 6-{2-{Ethyl{2-[4-(2-pyrrolidin-1-ylethoxy)phenyl]ethyl}amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423918Notes

Reaction equation

HRID 2423918 reaction equation
C(N(C1C=CC=CC=1C1CCC2C(=CC=C(OC)C=2)C1)CCC1C=CC(O)=CC=1)C.Cl.ClCCN1CCCC1.[CH2:40]([N:42]([C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][C:60]=1[CH:65]1[CH2:74][CH2:73][C:72]2[C:67](=[CH:68][CH:69]=[C:70]([O:75]C)[CH:71]=2)[CH2:66]1)[CH2:43][CH2:44][C:45]1[CH:50]=[CH:49][C:48]([O:51][CH2:52][CH2:53][N:54]2[CH2:58][CH2:57][CH2:56][CH2:55]2)=[CH:47][CH:46]=1)[CH3:41]>>[CH2:40]([N:42]([CH2:43][CH2:44][C:45]1[CH:46]=[CH:47][C:48]([O:51][CH2:52][CH2:53][N:54]2[CH2:55][CH2:56][CH2:57][CH2:58]2)=[CH:49][CH:50]=1)[C:59]1[CH:64]=[CH:63][CH:62]=[CH:61][C:60]=1[CH:65]1[CH2:74][CH2:73][C:72]2[CH:71]=[C:70]([OH:75])[CH:69]=[CH:68][C:67]=2[CH2:66]1)[CH3:41]

Participants

4

Reactant 3

HCID 816681-(2-Chloroethyl)pyrrolidine hydrochlorideHCID 23087457HCID 23087457, compoundHCID 66627916Ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]{2-[4-(2-pyrrolidin-1-ylethoxy)phenyl]ethyl}amine

Product 1

HCID 579339526-{2-{Ethyl{2-[4-(2-pyrrolidin-1-ylethoxy)phenyl]ethyl}amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 51.9%

Procedure

Synthesized from 4-{2-{ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amino}ethyl}phenol and 1-(2-chloroethyl)pyrrolidine hydrochloride according to an analogous synthetic method to Preparation Example 40, ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]{2-[4-(2-pyrrolidin-1-ylethoxy)phenyl]ethyl}amine (230 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (116 mg).

Sources & evidence

ORD record
ord-0215ca625d3c417ab8f58d5db20888ea
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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