Ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine → 6-{2-{[6-(2-Azepan-1-ylethoxy)pyridin-3-ylmethyl]ethylamino}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1433985Notes

Reaction equation

HRID 1433985 reaction equation
C(NC1C=C(OC)C=CC=1C1CCC2C(=CC=C(OC)C=2)C1)C.Cl.N1(CCOC2C=CC(C(O)=O)=CN=2)CCCCCC1.[N:44]1([CH2:51][CH2:52][O:53][C:54]2[N:59]=[CH:58][C:57]([CH2:60][N:61]([CH2:82][CH3:83])[C:62]3[CH:67]=[C:66]([O:68]C)[CH:65]=[CH:64][C:63]=3[CH:70]3[CH2:79][CH2:78][C:77]4[C:72](=[CH:73][CH:74]=[C:75]([O:80]C)[CH:76]=4)[CH2:71]3)=[CH:56][CH:55]=2)[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1>>[N:44]1([CH2:51][CH2:52][O:53][C:54]2[N:59]=[CH:58][C:57]([CH2:60][N:61]([CH2:82][CH3:83])[C:62]3[CH:67]=[C:66]([OH:68])[CH:65]=[CH:64][C:63]=3[CH:70]3[CH2:79][CH2:78][C:77]4[CH:76]=[C:75]([OH:80])[CH:74]=[CH:73][C:72]=4[CH2:71]3)=[CH:56][CH:55]=2)[CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1

Participants

4

Reactant 3

HCID 23087318Ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amineHCID 666267216-(2-Azepan-1-ylethoxy)nicotinic acid hydrochlorideHCID 66627841[6-(2-Azepan-1-ylethoxy)pyridin-3-ylmethyl]ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine

Product 1

HCID 579344896-{2-{[6-(2-Azepan-1-ylethoxy)pyridin-3-ylmethyl]ethylamino}-4-hydroxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 84.5%

Procedure

Synthesized from ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine and 6-(2-azepan-1-ylethoxy)nicotinic acid hydrochloride according to an analogous synthetic method to Example 152, [6-(2-azepan-1-ylethoxy)pyridin-3-ylmethyl]ethyl[5-methoxy-2-(6-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)phenyl]amine (287 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (230 mg).

Sources & evidence

ORD record
ord-f76a7ca7bac94e79b672d98d14a4da42
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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