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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356308Generated: October 29, 2026

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

https://huagongshe.com/reaction/356308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant5-(4-Hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dioneHCID 2818126—
Reactant2-Hydroxymethyl-5-methoxy-3-methylimidazo[5,4-b]pyridineHCID 10821600—
SolventTolueneHCID 1140—
Product5-{4-(5-Methoxy-3-methylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dioneHCID 10841824—

Reaction Steps

A procedure similar to that described in Preparation 4 was repeated, except that 0.25 g of 2-hydroxymethyl-5-methoxy-3-methylimidazo[5,4-b]pyridine (prepared as described in Preparation 69), 0.66 g of 5-(4-hydroxy-benzyl)-3-triphenylmethylthiazolidine-2,4-dione, 0.35 ml of tributylphosphine, 0.36 g of 1,1'-(azodicarbonyl)di-piperidine and 15 ml of toluene were used, to give the title compound as a crude product. This crude product was purified by column chromatography through silica gel, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 0.70 g of the title compound, melting at 80°-85° C. (softening).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834501
Source datasetuspto-grants-1998_11
ORD IDord-e42e3ee9985e4d1981e6fffaca554376
Source noteuspto-grants-1998_11