rac-(4S*,5R*)-2-(4-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole → rac-(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-2-(2-ethoxy-4-isopropyl-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole

HRID 2264028Notes

Reaction equation

HRID 2264028 reaction equation
C(OC1C=C(C(C)C)C=CC=1C(Cl)=O)C.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2([CH3:49])[C:27]([C:29]3[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=3)([CH3:28])[NH:26][C:25]([C:36]3[CH:41]=[CH:40][C:39]([C:42](C)([CH3:44])[CH3:43])=[CH:38][C:37]=3[O:46][CH2:47][CH3:48])=[N:24]2)=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2([CH3:49])[C:27]([C:29]3[CH:30]=[CH:31][C:32]([Cl:35])=[CH:33][CH:34]=3)([CH3:28])[NH:26][C:25]([C:36]3[CH:41]=[CH:40][C:39]([CH:42]([CH3:44])[CH3:43])=[CH:38][C:37]=3[O:46][CH2:47][CH3:48])=[N:24]2)=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 53628801rac-(4S*,5R*)-2-(4-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazoleHCID 86612882HCID 86612882, compound

Product 1

HCID 68683999rac-(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-2-(2-ethoxy-4-isopropyl-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole

Procedure

rac-(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-2-(2-ethoxy-4-isopropyl-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole was prepared from 2-ethoxy-4-isopropyl-benzoyl chloride (prepared from 2-hydroxy-4-isopropyl-benzoic acid in 3 steps) and meso-2,3-bis-(4-chlorophenyl)-2,3-butanediamine (example 1) in an analogous manner as described in example 2 (method 1).

Sources & evidence

ORD record
ord-5a40e0c349ce467b89599700ceef5e07
Source dataset
uspto-grants-2010_12
Patent number
US07851626B2

Reaction notes

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