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 68684017, compound

HRID 2264039Notes

Reaction equation

[CH2:1]([S:3]([C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=O)=[C:8]([O:15][CH2:16][CH3:17])[CH:7]=1)(=[O:5])=[O:4])[CH3:2].[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([CH3:51])[C:29]([C:31]3[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=3)([CH3:30])[NH:28]C(C3C=CC(C(C)(C)C)=CC=3OCC)=[N:26]2)=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([CH3:51])[C:29]([C:31]3[CH:32]=[CH:33][C:34]([Cl:37])=[CH:35][CH:36]=3)([CH3:30])[NH:28][C:10]([C:9]3[CH:13]=[CH:14][C:6]([S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:7][C:8]=3[O:15][CH2:16][CH3:17])=[N:26]2)=[CH:21][CH:20]=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 86612892HCID 86612892, compound

Product 1

HCID 68684017HCID 68684017, compound

Procedure

rac-(4S*,5R*)-4,5-bis-(4-chloro-phenyl)-2-(4-ethanesulfonyl-2-ethoxy-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole was prepared from 4-ethanesulfonyl-2-ethoxy-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-1e0e2cfa98a34cce887ddbeba5b64e55
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851626B2

Reaction notes

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