4-(2-Azepan-1-ylethoxy)benzoic acid hydrochloride → [4-(2-Azepan-1-ylethoxy)benzyl]ethyl[2-(6-methoxy-3,3-dimethyl-3,4-dihydronaphthalen-2-yl)phenyl]amine
Reaction equation
COC1C=C2C(=CC=1)C=C(C1C=CC=CC=1N)C(C)(C)C2.Cl.[N:23]1([CH2:30][CH2:31][O:32][C:33]2[CH:41]=[CH:40][C:36]([C:37](O)=O)=[CH:35][CH:34]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.N1(CCOC2C=C[C:55]([CH2:56][NH:57][C:58]3[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=3[C:64]3[C:73]([CH3:75])([CH3:74])[CH2:72][C:71]4[C:66](=[CH:67][CH:68]=[C:69]([O:76][CH3:77])[CH:70]=4)[CH:65]=3)=CC=2)CCCCCC1>>[N:23]1([CH2:30][CH2:31][O:32][C:33]2[CH:41]=[CH:40][C:36]([CH2:37][N:57]([CH2:56][CH3:55])[C:58]3[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=3[C:64]3[C:73]([CH3:74])([CH3:75])[CH2:72][C:71]4[C:66](=[CH:67][CH:68]=[C:69]([O:76][CH3:77])[CH:70]=4)[CH:65]=3)=[CH:35][CH:34]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1Participants
4
Reactant 3
Product 1
Procedure
Synthesized from 2-(6-methoxy-3,3-dimethyl-3,4-dihydronaphthalen-2-yl)phenylamine and 4-(2-azepan-1-ylethoxy)benzoic acid hydrochloride according to an analogous synthetic method to Example 152, [4-(2-azepan-1-ylethoxy)benzyl][2-(6-methoxy-3,3-dimethyl-3,4-dihydronaphthalen-2-yl)phenyl]amine (451 mg) was used according to an analogous synthetic method to Example 36 to provide [4-(2-azepan-1-ylethoxy)benzyl]ethyl[2-(6-methoxy-3,3-dimethyl-3,4-dihydronaphthalen-2-yl)phenyl]amine (423 mg). This compound (421 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (355 mg).
Sources & evidence
- ORD record
- ord-c99a25e77d484490a45bccdd69292667
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07960412B2
Reaction notes
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