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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1601773Generated: October 31, 2026

Acetic Acid → 5-{4-(3,7-Dimethylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione

https://huagongshe.com/reaction/1601773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant5-{4-(3,7-Dimethylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dioneHCID 10699153—
SolventWaterHCID 962—
Product5-{4-(3,7-Dimethylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dioneHCID 10500105—

Reaction Steps

A procedure similar to that described in Example 12 was repeated, except that 1.07 g of 5-{4-(3,7-dimethyl-3H-imidazo[4,5-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 41) and 16 ml of a 3:1 by volume mixture of acetic acid and water were used, to give the title compound as a crude product. This crude product was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of hexane and ethyl acetate in ratios ranging from 1:1 to 1:2 by volume as the eluent. The product was crystallized by trituration with ethyl acetate, to give 0.28 g of the title compound, melting at 205-207° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977365
Source datasetuspto-grants-1999_11
ORD IDord-1b30571b179e4b949aa5a717153b5f4d
Source noteuspto-grants-1999_11