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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496870Generated: October 31, 2026

Sodium Iodide → (R)-4-((R)-1-(7-iodoquinolin-5-yloxy)ethyl)pyrrolidin-2-one

https://huagongshe.com/reaction/1496870

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant(R)-4-((R)-1-(7-bromoquinolin-5-yloxy)ethyl)pyrrolidin-2-oneHCID 71238288—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product(R)-4-((R)-1-(7-iodoquinolin-5-yloxy)ethyl)pyrrolidin-2-oneHCID 7123831726.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

50 mg of Example 27 and 9 mg of copper (I) iodide were suspended in 300 μL dioxane under argon. 9.6 μL N,N′dimethylethylendiamine and 45 mg of sodium iodide were added and the mixture heated to 110° C. over weekend. The mixture was diluted with DCM and extracted with aqueous ammonia and water, the organic phase was subsequently concentrated in vacuo and the residual purified with HPLC (XbridgeC18; MeOH/water, TFA) to yield 15 mg yellow solid as Example 37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199937B2
Source datasetuspto-grants-2015_12
ORD IDord-404176f67322467a8d9e4d43fa960add
Source noteuspto-grants-2015_12