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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1953663Generated: November 1, 2026

5-{4-(5-Benzyloxy-3-methylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione → 5-{4-(5-Hydroxy-3-methylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dione

https://huagongshe.com/reaction/1953663

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-{4-(5-Benzyloxy-3-methylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dioneHCID 11802949—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product5-{4-(5-Hydroxy-3-methylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}thiazolidine-2,4-dioneHCID 17848112015.5%

Reaction Steps

A procedure similar to that described in Example 6 was repeated, except that 1.20 g of 5-{4-(5-benzyloxy-3-methylimidazo [5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione (prepared as described in Preparation 95), 1.80 g of 10% w/w palladium-on-charcoal and 50 ml of methanol were used, and that the product was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of ethyl acetate and methanol in ratios ranging from 1:0 to 10:1 by volume as the eluent, to give 0.10 g of the title compound, melting at 240-242° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06117893
Source datasetuspto-grants-2000_09
ORD IDord-583f8148a7944e5fad2d4fb65bb13bbe
Source noteuspto-grants-2000_09