Lithium Hydroxide → 2-((2-Chloro-6-fluorobenzyl)oxy)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylic acid

HRID 2368500Notes

Reaction equation

HRID 2368500 reaction equation
CN1C=C(CN(C)C(C2N(C3C=CC(F)=CC=3)C(S)=NC=2)=O)C(C)=N1.[Cl:26][C:27]1[CH:51]=[CH:50][CH:49]=[C:48]([F:52])[C:28]=1[CH2:29][O:30][C:31]1[N:32]([C:41]2[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=2)[C:33]([C:36]([O:38]CC)=[O:37])=[CH:34][N:35]=1.[OH-].[Li+].C1COCC1>O.CO>[Cl:26][C:27]1[CH:51]=[CH:50][CH:49]=[C:48]([F:52])[C:28]=1[CH2:29][O:30][C:31]1[N:32]([C:41]2[CH:46]=[CH:45][C:44]([F:47])=[CH:43][CH:42]=2)[C:33]([C:36]([OH:38])=[O:37])=[CH:34][N:35]=1

Participants

7

Reactant 4

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 71117954ethyl 2-((2-chloro-6-fluorobenzyl)oxy)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylateHCID 178434002N-((1,3-dimethyl-1H-pyrazol-4-yl)methyl)-1-(4-fluorophenyl)-2-mercapto-N-methyl-1H-imidazole-5-carboxamide

Product 1

HCID 711170542-((2-Chloro-6-fluorobenzyl)oxy)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2-((2-Chloro-6-fluorobenzyl)oxy)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylic acid (40) was prepared in a similar manner as that described for the synthesis of compound 7 using ethyl 2-((2-chloro-6-fluorobenzyl)oxy)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylate (39) (105 mg, 0.27 mmol), lithium hydroxide (26 mg, 1.07 mmol), THF (0.1 mL), methanol (0.2 mL), and water (0.4 mL).

Sources & evidence

ORD record
ord-396c0b58b814456aa90d08796b41ecbd
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

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