HCID 18461326, compound → 5-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride

HRID 2303826Notes

Reaction equation

HRID 2303826 reaction equation
[NH2:1][C:2]1[CH:42]=[CH:41][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]([NH:22][C:23](=O)[CH2:24][O:25][C:26]3[CH:31]=[CH:30][C:29]([CH2:32][CH:33]4[S:37][C:36](=[O:38])[NH:35][C:34]4=[O:39])=[CH:28][CH:27]=3)=[C:11]([N:13](C)[C:14](=O)OC(C)(C)C)[CH:12]=2)=[CH:4][CH:3]=1.[ClH:43].O1CCOCC1>O1CCOCC1>[ClH:43].[ClH:43].[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]3[N:22]=[C:23]([CH2:24][O:25][C:26]4[CH:31]=[CH:30][C:29]([CH2:32][CH:33]5[S:37][C:36](=[O:38])[NH:35][C:34]5=[O:39])=[CH:28][CH:27]=4)[N:13]([CH3:14])[C:11]=3[CH:12]=2)=[CH:41][CH:42]=1

Participants

4

Reactant 2

HCID 18461326HCID 18461326, compoundHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 865877685-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of a solution of t-butyl N-{5-(4-aminophenoxy)-2-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetylamino]phenyl}-N-methylcarbamate (27.08 g) in 1,4-dioxane (50 ml) and 4N hydrogen chloride/dioxane (150 ml) was stirred at ambient temperature for 2 days. The insoluble product was isolated by filtration and washed with ethyl acetate to give the title compound (14.43 g).

Workup

  1. customThe insoluble product was isolated by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-e438147f18cf4743b5cf73c01533c8ec
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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