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 68684493, compound

HRID 2264034Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:12]=[C:11]([S:13]([CH3:16])(=[O:15])=[O:14])[CH:10]=[CH:9][C:5]=1[C:6](Cl)=O)[CH3:2].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2([CH3:50])[C:28]([C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)([CH3:29])[NH:27]C(C3C=CC(C(C)(C)C)=CC=3OCC)=[N:25]2)=[CH:20][CH:19]=1>>[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2([CH3:50])[C:28]([C:30]3[CH:31]=[CH:32][C:33]([Cl:36])=[CH:34][CH:35]=3)([CH3:29])[NH:27][C:6]([C:5]3[CH:9]=[CH:10][C:11]([S:13]([CH3:16])(=[O:15])=[O:14])=[CH:12][C:4]=3[O:3][CH2:1][CH3:2])=[N:25]2)=[CH:20][CH:19]=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 86612887HCID 86612887, compound

Product 1

HCID 68684493HCID 68684493, compound

Procedure

rac-(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-2-(2-ethoxy-4-methanesulfonyl-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole was prepared from 2-ethoxy-4-methanesulfonyl-benzoyl chloride (prepared from ethyl 2-ethoxy-4-fluoro-benzoate and sodium thiomethoxide in 4 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-0e2ecb553a3d49cf8592d6e1a18c2811
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851626B2

Reaction notes

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