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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075693Generated: October 25, 2026

Diisopropylethylamine → 3-(1-Pyridin-2-yl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-propionic acid 2-ethyl-hexyl ester

https://huagongshe.com/reaction/2075693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Ethylhexyl 3-mercaptopropionateHCID 92640—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant7-Iodo-1-pyridin-2-yl-[1,2,4]triazolo[4,3-a]quinolineHCID 67090963—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product3-(1-Pyridin-2-yl-[1,2,4]triazolo[4,3-a]quinolin-7-ylsulfanyl)-propionic acid 2-ethyl-hexyl esterHCID 67091066—

Reaction Conditions

Temperature90 °C

Reaction Steps

5k (890 mg, 2.4 mmol) and 3-mercaptopropionic acid 2-ethylhexyl ester (630 mg, 2.9 mmol) were dissolved in 1,4-dioxane (20 mL) and degassed with N2 for 10 minutes. iPr2NEt (0.86 mL, 4.8 mmol), Pd2dba3 (54 mg, 0.06 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (69 mg, 0.12 mmol) were added, and the mixture was degassed with N2 for an additional 10 minutes. The reaction was heated to 90° C. until no starting material was seen by tlc analysis, and then the mixture was concentrated and purified by silica gel chromatography to give the desired product, 5m.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-9331176e64374c30a437d7b7ffd69f32
Source noteuspto-grants-2011_04