Hydrogen chloride-ethyl acetate → 5-Propylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]-thiazolidine-2,4-dione hydrochloride

HRID 357187Notes

Reaction equation

HRID 357187 reaction equation
[CH:1](=[C:4]1[S:8][C:7](=[O:9])[N:6]([CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[C:16]3[N:17]([CH:21]=[CH:22][N:23]=3)[CH:18]=[CH:19][CH:20]=2)[C:5]1=[O:24])[CH2:2][CH3:3].[ClH:25].C(OCC)(=O)C>CO>[ClH:25].[CH:1](=[C:4]1[S:8][C:7](=[O:9])[N:6]([CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]2[C:16]3[N:17]([CH:21]=[CH:22][N:23]=3)[CH:18]=[CH:19][CH:20]=2)[C:5]1=[O:24])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 571127075-Propylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]thiazolidine-2,4-dione

Product 1

HCID 867533515-Propylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]-thiazolidine-2,4-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a methanol solution of 0.691 g (2.0 mmol) of 5-propylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]thiazolidine-2,4-dione, 0.5 ml of 4N hydrochloric acid-ethyl acetate was added, followed by stirring. After the solvent was distilled off, the residue was washed with ether to yield 0.79 g (quant., yellow oily substance) of the desired product.

Workup

  1. distillationAfter the solvent was distilled off
  2. washthe residue was washed with ether

Sources & evidence

ORD record
ord-a833122e35e340dd890cd09ac4760f80
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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