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

HRID 43827Notes

Reaction equation

HRID 43827 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][CH:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=3)[C:21]([O:23]C)=[O:22])[CH2:14][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][N:15]([C:18]3[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=3)[C:21]([OH:23])=[O:22])[CH2:14][CH2:13]2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67549845Methyl 3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]piperidin-1-yl}benzoate

Product 1

HCID 596154733-{4-[(4-Chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]piperidine-1-yl}benzoic acidYield 63%

Procedure

The same operation as in Example (1i) was performed using methyl 3-{4-[(4-chloro-5-ethyl-1H-imidazole-2-carbonyl)amino]piperidin-1-yl}benzoate obtained in Example (192d) (87.5 mg, 0.224 mmol) and lithium hydroxide monohydrate (47 mg, 1.12 mmol), to obtain 53 mg of the title compound as a white solid (63%).

Sources & evidence

ORD record
ord-5a3a4bdbd8864874a85411728d1e0a88
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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