Lithium Hydroxide → 1-(4-Fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propan-2-yl)thio)-1H-imidazole-5-carboxylic acid

HRID 2368528Notes

Reaction equation

HRID 2368528 reaction equation
CN1C=C(CN(C)C(C2N(C3C=CC(F)=CC=3)C(S)=NC=2)=O)C(C)=N1.[F:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:37]([C:38]([O:40]CC)=[O:39])=[CH:36][N:35]=[C:34]2[S:43][C:44]([C:47]2[C:52]([F:53])=[CH:51][CH:50]=[C:49]([F:54])[C:48]=2[F:55])([CH3:46])[CH3:45])=[CH:29][CH:28]=1.[OH-].[Li+].C1COCC1>O.CO>[F:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:37]([C:38]([OH:40])=[O:39])=[CH:36][N:35]=[C:34]2[S:43][C:44]([C:47]2[C:52]([F:53])=[CH:51][CH:50]=[C:49]([F:54])[C:48]=2[F:55])([CH3:46])[CH3:45])=[CH:29][CH:28]=1

Participants

7

Reactant 4

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 71118251ethyl 1-(4-fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propaN-2-yl)thio)-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 711174381-(4-Fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propan-2-yl)thio)-1H-imidazole-5-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

1-(4-Fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propan-2-yl)thio)-1H-imidazole-5-carboxylic acid (76) was prepared in a similar manner as that described for the synthesis of compound 7 using ethyl 1-(4-fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propaN-2-yl)thio)-1H-imidazole-5-carboxylate (75) (0.14 g, 3.5 mmol), lithium hydroxide (15 mg, 0.64 mmol), THF (5 mL), methanol (3 mL), and water (2 mL).

Sources & evidence

ORD record
ord-f83787f8a8a3434f9160ae0bf6de4784
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

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