[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-[5-(4-Chloro-phenyl)-2-(2-ethoxy-4-methoxy-phenyl)-4-propyl-4,5-dihydro-imidazole-1-carbonyl]-piperazin-2-one

HRID 719143Notes

Reaction equation

HRID 719143 reaction equation
ClC1C=CC(C2NC(C3C=CC([O:19]C)=CC=3OCC)=NC2CCC)=CC=1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([CH:34]2[N:38]([C:39]([N:41]3[CH2:46][CH2:45][N:44](C)[CH2:43][CH2:42]3)=[O:40])[C:37]([C:48]3[CH:53]=[CH:52][C:51]([O:54][CH3:55])=[CH:50][C:49]=3[O:56][CH2:57][CH3:58])=[N:36][CH:35]2[CH2:59][CH:60]2CCC[CH2:61]2)=[CH:30][CH:29]=1>>[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([CH:34]2[N:38]([C:39]([N:41]3[CH2:46][CH2:45][NH:44][C:43](=[O:19])[CH2:42]3)=[O:40])[C:37]([C:48]3[CH:53]=[CH:52][C:51]([O:54][CH3:55])=[CH:50][C:49]=3[O:56][CH2:57][CH3:58])=[N:36][CH:35]2[CH2:59][CH2:60][CH3:61])=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 11193096[5-(4-Chloro-phenyl)-4-cyclopentylmethyl-2-(2-ethoxy-4-methoxy-phenyl)-4,5-dihydro-imidazol-1-yl]-(4-methyl-piperazin-1-yl)-methanoneHCID 178440011HCID 178440011, compound

Product 1

HCID 112719694-[5-(4-Chloro-phenyl)-2-(2-ethoxy-4-methoxy-phenyl)-4-propyl-4,5-dihydro-imidazole-1-carbonyl]-piperazin-2-one

Procedure

4-[5-(4-Chloro-phenyl)-2-(2-ethoxy-4-methoxy-phenyl)-4-propyl-4,5-dihydro-imidazole-1-carbonyl]-piperazin-2-one was prepared from 5-(4-chloro-phenyl)-2-(2-ethoxy-4-methoxy-phenyl)-4-propyl-4,5-dihydro-1H-imidazole (Example 18) 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 499.2113, calculated for C26H32N4O4Cl [(M+H)+]499.2107.

Sources & evidence

ORD record
ord-ba7c0cdb29864d5ba39b7474a9f0dba5
Source dataset
uspto-grants-2006_11
Patent number
US07132421B2

Reaction notes

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