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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075726Generated: November 1, 2026

Diisopropylethylamine → Dicyclopropyl-[3-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-phenyl]-methanol

https://huagongshe.com/reaction/2075726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant7-Iodo-1-phenyl-[1,2,4]triazolo[4,3-a]quinolineHCID 58257758—
ReactantDicyclopropyl-(3-mercapto-phenyl)-methanolHCID 67090951—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductDicyclopropyl-[3-(1-phenyl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-phenyl]-methanolHCID 52935979—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 7-iodo-1-phenyl-[1,2,4]triazolo[4,3-a]quinoline (10j, 176 mg, 0.47 μmmol) in 1,4-dioxane (4.5 mL) was added iPr2NEt (0.16 mL, 0.94 mmol), and the reaction was degassed with N2 for 5 minutes. 10i (174 mg, 0.47 mmol) was added, followed by Pd2dba3 (22 mg, 0.02 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (28 mg, 0.05 mmol). The reaction was sealed and heated at 100° C. for 6 hours, and then cooled to room temperature and concentrated. The residue was purified by silica gel chromatography (60-80% EtOAc in hexanes) to give the desired product, 10k.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-152f41d5d850493b909391fd84fdb509
Source noteuspto-grants-2011_04