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

HRID 357189Notes

Reaction equation

HRID 357189 reaction equation
[CH:1](=[C:6]1[S:10][C:9](=[O:11])[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[C:18]3[N:19]([CH:23]=[CH:24][N:25]=3)[CH:20]=[CH:21][CH:22]=2)[C:7]1=[O:26])[CH2:2][CH2:3][CH2:4][CH3:5].[ClH:27].C(OCC)(=O)C>CO>[ClH:27].[CH:1](=[C:6]1[S:10][C:9](=[O:11])[N:8]([CH2:12][CH2:13][CH2:14][CH2:15][O:16][C:17]2[C:18]3[N:19]([CH:23]=[CH:24][N:25]=3)[CH:20]=[CH:21][CH:22]=2)[C:7]1=[O:26])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 572442245-Pentylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]thiazolidine-2,4-dione

Product 1

HCID 734729725-Pentylidene-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 0.934 g (2.5 mmol) of 5-pentylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]thiazolidine-2,4-dione, 0.625 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 1.03 g (quant., white solid) of the desired product.

Workup

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

Sources & evidence

ORD record
ord-c46c8124f78742999c5a4b26eef8f412
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

Loading…