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

HRID 2368514Notes

Reaction equation

HRID 2368514 reaction equation
FC1C=CC(N2C(C(O)=O)=CN=C2SCC2C(F)=CC=C(F)C=2F)=CC=1.[Cl:27][C:28]1[CH:55]=[CH:54][CH:53]=[C:52]([F:56])[C:29]=1[CH2:30][CH2:31][S:32]([C:35]1[N:36]([C:45]2[CH:50]=[CH:49][C:48]([F:51])=[CH:47][CH:46]=2)[C:37]([C:40]([O:42]CC)=[O:41])=[CH:38][N:39]=1)(=[O:34])=[O:33].[Li+].[OH-]>C1COCC1.CO>[Cl:27][C:28]1[CH:55]=[CH:54][CH:53]=[C:52]([F:56])[C:29]=1[CH2:30][CH2:31][S:32]([C:35]1[N:36]([C:45]2[CH:50]=[CH:49][C:48]([F:51])=[CH:47][CH:46]=2)[C:37]([C:40]([OH:42])=[O:41])=[CH:38][N:39]=1)(=[O:34])=[O:33]

Participants

6

Reactant 3

HCID 3939Lithium HydroxideHCID 711173271-(4-Fluorophenyl)-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazole-5-carboxylic acidHCID 71117431Ethyl 2-((2-chloro-6-fluorophenethyl)sulfonyl)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylate

Product 1

HCID 711173852-((2-Chloro-6-fluorophenethyl)sulfonyl)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-((2-Chloro-6-fluorophenethyl)sulfonyl)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylic acid (55) was prepared in a similar manner as that described for the synthesis of compound 11 using ethyl 2-((2-chloro-6-fluorophenethyl)sulfonyl)-1-(4-fluorophenyl)-1H-imidazole-5-carboxylate (54) (250 mg, 0.5495 mmol), 1N LiOH (5 mL) in THF (5 mL) and MeOH (5 mL).

Sources & evidence

ORD record
ord-19697767194e4cb68e08a78fc0ab2201
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

Loading…