Lithium Hydroxide → 1-(4-Fluorophenyl)-4-methyl-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carboxylic acid

HRID 2368517Notes

Reaction equation

HRID 2368517 reaction equation
FC1C=CC(N2C(C(O)=O)=CN=C2SCC2C(F)=CC=C(F)C=2F)=CC=1.[F:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]2[C:38]([C:39]([O:41]CC)=[O:40])=[C:37]([CH3:44])[N:36]=[C:35]2[S:45][CH2:46][C:47]2[C:52]([F:53])=[CH:51][CH:50]=[C:49]([F:54])[C:48]=2[F:55])=[CH:30][CH:29]=1.[Li+].[OH-]>C1COCC1.CO>[F:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]2[C:38]([C:39]([OH:41])=[O:40])=[C:37]([CH3:44])[N:36]=[C:35]2[S:45][CH2:46][C:47]2[C:52]([F:53])=[CH:51][CH:50]=[C:49]([F:54])[C:48]=2[F:55])=[CH:30][CH:29]=1

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 711173271-(4-Fluorophenyl)-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carboxylic acidHCID 71117617Ethyl 1-(4-fluorophenyl)-4-methyl-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carboxylate

Product 1

HCID 711181481-(4-Fluorophenyl)-4-methyl-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1-(4-Fluorophenyl)-4-methyl-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carboxylic acid (59) was prepared in a similar manner as that described for the synthesis of compound 11 using ethyl 1-(4-fluorophenyl)-4-methyl-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carboxylate (58) (300 mg, 0.71 mmol), 1N LiOH (5 mL) in THF (5 mL) and MeOH (5 mL).

Sources & evidence

ORD record
ord-453eb902e3c046aa8812d9d4ad17f70c
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

Loading…