rac-(4S,5R)-2-(4-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole → HCID 68684644, compound

HRID 2264042Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:12]=[C:11]([S:13][CH2:14][CH3:15])[CH:10]=[CH:9][C:5]=1[C:6](Cl)=O)[CH3:2].[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(C3C=CC(C(C)(C)C)=CC=3OCC)=[N:24]2)=[CH:19][CH:18]=1>>[Cl:16][C:17]1[CH:22]=[CH:21][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:6]([C:5]3[CH:9]=[CH:10][C:11]([S:13][CH2:14][CH3:15])=[CH:12][C:4]=3[O:3][CH2:1][CH3:2])=[N:24]2)=[CH:19][CH:18]=1

Participants

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-imidazole

HCID 86612894HCID 86612894, compound

Product 1

HCID 68684644HCID 68684644, compound

Procedure

rac-(4S*,5R*)-4,5-bis-(4-chloro-phenyl)-2-(2-ethoxy-4-ethylsulfanyl-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole was prepared from 2-ethoxy-4-ethylsulfanyl-benzoyl chloride (prepared from ethyl 2-ethoxy-4-fluoro-benzoate and sodium ethanethiolate) 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-aed119771bf945c8942260d8d2b1e169
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851626B2

Reaction notes

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