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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507582Generated: October 26, 2026

1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → 1-(2-{4-[5-(2-Ethylphenylthio)thiophen-2-yl]pyrimidin-2-ylamino}ethyl)-5,5-dimethylimidazolidine-2,4-dione

https://huagongshe.com/reaction/507582

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant2-EthylbenzenethiolHCID 3734338—
Reactant1-{2-[4-(5-Iodothiophen-2-yl)pyrimidin-2-ylamino]ethyl}-5,5-dimethylimidazolidine-2,4-dioneHCID 60204465—
ReactantHCID 178418922HCID 178418922—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Solventtert-ButanolHCID 6386—
Product1-(2-{4-[5-(2-Ethylphenylthio)thiophen-2-yl]pyrimidin-2-ylamino}ethyl)-5,5-dimethylimidazolidine-2,4-dioneHCID 60204239—

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 1-{2-[4-(5-iodothiophen-2-yl)pyrimidin-2-ylamino]ethyl}-5,5-dimethyl-imidazolidine-2,4-dione (50 mg, 0.109 mmol) and 0.060 mL (0.44 mmol) of 2-ethylthiophenol in 2 mL toluene was treated with 3 mg of Pd2dba3 (0.003 mmol), 3 mg of Xantphos (0.005 mmol) and 0.22 mL of a 1 M solution of tBuOK in t-butanol. The reaction vial was sealed and heated at 110° C. in a microwave for 10 min. The crude solution was concentrated onto 5 g of silica gel and then purified by flash chromatography to give the title compound. MS (M+H)+ 468.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786132B2
Source datasetuspto-grants-2010_08
ORD IDord-38556768d38a4675ac3811ec530d116a
Source noteuspto-grants-2010_08