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

HRID 357194Notes

Reaction equation

HRID 357194 reaction equation
[CH:1](=[C:5]1[S:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[C:17]3[N:18]([CH:22]=[CH:23][N:24]=3)[CH:19]=[CH:20][CH:21]=2)[C:6]1=[O:25])[CH2:2][CH2:3][CH3:4].[ClH:26].C(OCC)(=O)C>CO>[ClH:26].[CH:1](=[C:5]1[S:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[C:17]3[N:18]([CH:22]=[CH:23][N:24]=3)[CH:19]=[CH:20][CH:21]=2)[C:6]1=[O:25])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 572057075-Butylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]thiazolidine-2,4-dione

Product 1

HCID 734729505-Butylidene-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 0.17 g (0.59 mmol) of 5-butylidene-3-[4-(imidazo[1,2-a]pyridin-8-yloxy)butyl]thiazolidine-2,4-dione, 0.13 ml of 4N hydrochloric acid-ethyl acetate was added, followed by stirring, after which the solvent was distilled off, to yield 0.19 g (84.8%, yellow oily substance) of the desired product.

Workup

  1. distillationafter which the solvent was distilled off

Sources & evidence

ORD record
ord-87d69b135224423ea731e66a93d493d9
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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