2-(6-Methoxynaphthalen-2-yl)phenylamine → Ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxynaphthalen-2-yl)phenyl]amine
Reaction equation
COC1C=C2C(=CC=1)C=C(C1C=CC=CC=1N)C=C2.Cl.[F:21][C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][C:30]=1[O:31][CH2:32][CH2:33][N:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[C:25](O)=O.FC1C=[C:43](C=CC=1OCCN1CCCCC1)[CH2:44][NH:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=1[C:52]1[CH:61]=[CH:60][C:59]2[C:54](=[CH:55][CH:56]=[C:57]([O:62][CH3:63])[CH:58]=2)[CH:53]=1>>[CH2:44]([N:45]([CH2:25][C:24]1[CH:28]=[CH:29][C:30]([O:31][CH2:32][CH2:33][N:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)=[C:22]([F:21])[CH:23]=1)[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][C:47]=1[C:52]1[CH:61]=[CH:60][C:59]2[C:54](=[CH:55][CH:56]=[C:57]([O:62][CH3:63])[CH:58]=2)[CH:53]=1)[CH3:43]Participants
4
Reactant 3
Product 1
Procedure
Synthesized from 2-(6-methoxynaphthalen-2-yl)phenylamine and 3-fluoro-4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride according to an analogous synthetic method to Example 114, [3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxynaphthalen-2-yl)phenyl]amine (362 mg) was used according to an analogous synthetic method to Example 36 to provide ethyl[3-fluoro-4-(2-piperidin-1-ylethoxy)benzyl][2-(6-methoxynaphthalen-2-yl)phenyl]amine (310 mg). This compound (308 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (205 mg).
Sources & evidence
- ORD record
- ord-899f6d1c85894a9f8afdd2399235b39b
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07612114B2
Reaction notes
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