Lithium hydroxide, monohydrate → 3-{4-[(4-Chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohex-1-enyl)benzoic acid

HRID 43834Notes

Reaction equation

HRID 43834 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][CH:12]2[CH2:17][CH2:16][C:15]([C:18]3[CH:19]=[C:20]([CH:26]=[CH:27][CH:28]=3)[C:21]([O:23]CC)=[O:22])=[CH:14][CH2:13]2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].O.[OH-].[Li+]>>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][CH:12]2[CH2:17][CH2:16][C:15]([C:18]3[CH:19]=[C:20]([CH:26]=[CH:27][CH:28]=3)[C:21]([OH:23])=[O:22])=[CH:14][CH2:13]2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67549169Ethyl 3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohex-1-enyl)benzoate

Product 1

HCID 601359173-{4-[(4-Chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohex-1-enyl)benzoic acidYield 20.1%

Procedure

The same operation as in Example (1i) was performed using ethyl 3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]cyclohex-1-enyl)benzoate obtained in Example (195d) (150 mg, 0.373 mmol) and lithium hydroxide monohydrate (156 mg, 3.73 mmol), to obtain 28 mg of the title compound as a white solid (20%).

Sources & evidence

ORD record
ord-9a6b2a9a9b6a49fcbf9b9ca8c5475ecd
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

Loading…