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

HRID 2423919Notes

Reaction equation

HRID 2423919 reaction equation
C(N(C1C=CC=CC=1C1CCC2C(=CC=C(OC)C=2)C1)CCC1C=CC(O)=CC=1)C.Cl.ClCCN1CCCCC1.[CH2:41]([N:43]([C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][C:62]=1[CH:67]1[CH2:76][CH2:75][C:74]2[C:69](=[CH:70][CH:71]=[C:72]([O:77]C)[CH:73]=2)[CH2:68]1)[CH2:44][CH2:45][C:46]1[CH:51]=[CH:50][C:49]([O:52][CH2:53][CH2:54][N:55]2[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]2)=[CH:48][CH:47]=1)[CH3:42]>>[CH2:41]([N:43]([CH2:44][CH2:45][C:46]1[CH:47]=[CH:48][C:49]([O:52][CH2:53][CH2:54][N:55]2[CH2:60][CH2:59][CH2:58][CH2:57][CH2:56]2)=[CH:50][CH:51]=1)[C:61]1[CH:66]=[CH:65][CH:64]=[CH:63][C:62]=1[CH:67]1[CH2:76][CH2:75][C:74]2[CH:73]=[C:72]([OH:77])[CH:71]=[CH:70][C:69]=2[CH2:68]1)[CH3:42]

Participants

4

Reactant 3

HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 23087457HCID 23087457, compoundHCID 66627743Ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]{2-[4-(2-piperidin-1-ylethoxy)phenyl]ethyl}amine

Product 1

HCID 579343106-{2-{Ethyl {2-[4-(2-piperidin-1-ylethoxy)phenyl]ethyl}amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 86.8%

Procedure

Synthesized from 4-{2-{ethyl[2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amino}ethyl}phenol and 1-(2-chloroethyl)piperidine 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-piperidin-1-ylethoxy)phenyl]ethyl}amine (308 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (260 mg).

Sources & evidence

ORD record
ord-7dfc21acd1024e3d8110bf66f89f600f
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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