[5-(4-Chloro-phenyl)-4-cyclopentylmethyl-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-imidazol-1-yl]-(4-methyl-piperazin-1-yl)-methanone → [4-Butyl-5-(4-chloro-phenyl)-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-imidazol-1-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone
Reaction equation
C(C1[CH:9]([C:10]2C=CC(Cl)=CC=2)[NH:8][C:7]([C:17]2[CH:22]=[CH:21]C(OC)=CC=2OCC)=N1)CCC.[Cl:28][C:29]1[CH:34]=[CH:33][C:32]([CH:35]2[N:39]([C:40]([N:42]3[CH2:47]CN(C)[CH2:44][CH2:43]3)=[O:41])[C:38]([C:49]3[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][C:50]=3[O:57][CH2:58][CH3:59])=[N:37][CH:36]2[CH2:60][CH:61]2[CH2:65][CH2:64]CC2)=[CH:31][CH:30]=1>>[CH2:60]([CH:36]1[CH:35]([C:32]2[CH:31]=[CH:30][C:29]([Cl:28])=[CH:34][CH:33]=2)[N:39]([C:40]([N:42]2[CH2:47][CH2:10][CH:9]([N:8]3[CH2:7][CH2:17][CH2:22][CH2:21]3)[CH2:44][CH2:43]2)=[O:41])[C:38]([C:49]2[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][C:50]=2[O:57][CH2:58][CH3:59])=[N:37]1)[CH2:61][CH2:65][CH3:64]Participants
3
Reactant 2
Product 1
Procedure
[4-Butyl-5-(4-chloro-phenyl)-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-imidazol-1-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone was prepared from 4-butyl-5-(4-chloro-phenyl)-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-1H-imidazole (Example 13) in an analogous manner as described for the preparation of [5-(4-chloro-phenyl)-4-cyclopentylmethyl-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-imidazol-1-yl]-(4-methyl-piperazin-1-yl)-methanone (Example 24). HR-MS (ES, m/z) observed 567.3106, calculated for C32H44N4O3Cl [(M+H)+]567.3097.
Sources & evidence
- ORD record
- ord-79d930cb2e8c4573bfb1c1ddf57fdc44
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07132421B2
Reaction notes
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