4-(2-Azepan-1-ylethoxy)benzoic acid hydrochloride → [4-(2-azepan-1-ylethoxy)benzyl]ethyl[2-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl)phenyl]amine
Reaction equation
COC1C=CC2C=C(C3C=CC=CC=3N)CCCC=2C=1.Cl.[N:22]1([CH2:29][CH2:30][O:31][C:32]2[CH:40]=[CH:39][C:35]([C:36](O)=O)=[CH:34][CH:33]=2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.N1(CCOC2C=C[C:54]([CH2:55][NH:56][C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][C:58]=3[C:63]3[CH2:69][CH2:68][CH2:67][C:66]4[CH:70]=[C:71]([O:74][CH3:75])[CH:72]=[CH:73][C:65]=4[CH:64]=3)=CC=2)CCCCCC1>>[N:22]1([CH2:29][CH2:30][O:31][C:32]2[CH:40]=[CH:39][C:35]([CH2:36][N:56]([CH2:55][CH3:54])[C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][C:58]=3[C:63]3[CH2:69][CH2:68][CH2:67][C:66]4[CH:70]=[C:71]([O:74][CH3:75])[CH:72]=[CH:73][C:65]=4[CH:64]=3)=[CH:34][CH:33]=2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1Participants
4
Reactant 3
Product 1
Procedure
Synthesized from 2-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-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-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl)phenyl]amine (454 mg) was used according to an analogous synthetic method to Example 36 to provide [4-(2-azepan-1-ylethoxy)benzyl]ethyl[2-(2-methoxy-8,9-dihydro-7H-benzocyclohepten-6-yl)phenyl]amine (345 mg). This compound (343 mg) was used according to an analogous synthetic method to Example 111 to provide the title compound (309 mg).
Sources & evidence
- ORD record
- ord-601a7e66dfa54130b1ce57fd68f408d2
- Source dataset
- uspto-grants-2013_03
- Patent number
- US08399520B2
Reaction notes
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