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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1601788Generated: November 1, 2026

Ethanol → 5-{4-[2-(3-Methylimidazo[5,4-b]pyridin-2-yl)ethoxy]benzyl}thiazolidine-2,4-dione

https://huagongshe.com/reaction/1601788

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantIodineHCID 807—
Reactant5-[4-(3-Oxopropoxy)benzyl]thiazolidine-2,4-dioneHCID 10492928—
Reactant2-N-methylpyridine-2,3-diamineHCID 12343669—
SolventAcetic AcidHCID 176—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-{4-[2-(3-Methylimidazo[5,4-b]pyridin-2-yl)ethoxy]benzyl}thiazolidine-2,4-dioneHCID 105719563%

Reaction Steps

A procedure similar to that described in Example 18 was repeated, except that 0.94 g of 3-amino-2-methylaminopyridine (prepared as described in Preparation 105), 2.10 g of 5-[4-(3-oxopropoxy)benzyl]thiazolidine-2,4-dione (prepared as described in Preparation 107), 6 ml of ethanol, 3 ml of acetic acid, 2.32 g of iodine and 30 ml of 1,2-dimethoxyethane were used. After working up the product as described in Example 18, the resulting crude product was purified by column chromatography through silica gel, using ethyl acetate as the eluent, to give 85 mg of the title compound, melting at 96-100° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977365
Source datasetuspto-grants-1999_11
ORD IDord-fb3b8004977141cb89a4fc7cadc17141
Source noteuspto-grants-1999_11