Hydrogen chloride-ethyl acetate → 5-{4-[1-Methyl-6-(4-trifluoromethylphenoxy)-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione hydrochloride

HRID 2303813Notes

Reaction equation

HRID 2303813 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([O:11][C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=3)[CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:22][O:23][C:24]1[CH:37]=[CH:36][C:27]([CH2:28][CH:29]2[S:33][C:32](=[O:34])[NH:31][C:30]2=[O:35])=[CH:26][CH:25]=1.[ClH:38].C(OCC)(=O)C>>[ClH:38].[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([O:11][C:12]3[CH:13]=[CH:14][C:15]([C:18]([F:21])([F:19])[F:20])=[CH:16][CH:17]=3)[CH:9]=[CH:10][C:5]=2[N:4]=[C:3]1[CH2:22][O:23][C:24]1[CH:37]=[CH:36][C:27]([CH2:28][CH:29]2[S:33][C:32](=[O:34])[NH:31][C:30]2=[O:35])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 778447575-{4-[1-Methyl-6-(4-trifluoromethylphenoxy)-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione

Product 1

HCID 880082005-{4-[1-Methyl-6-(4-trifluoromethylphenoxy)-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione hydrochloride

Procedure

In a similar manner to that described in Example (2-2b), a reaction was carried out using 5-{4-[1-methyl-6-(4-trifluoromethylphenoxy)-1H-benzimidazole-2-ylmethoxy]benzyl}thiazolidine-2,4-dione (0.58 g) and 4N hydrogen chloride/ethyl acetate (20 ml) and the reaction mixture was purified to give the title compound (0.55 g).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-1dea68c122304457ab41674ac4bd1f11
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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