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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861990Generated: October 28, 2026

Sodium Iodide → Diethyl [[3-chloro-6-(1,3-dihydro-1,3-dioxo-2Hisoindol-2-yl)-2-pyridinyl]methyl]phosphonate

https://huagongshe.com/reaction/861990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantTriethyl phosphiteHCID 31215—
ReactantHCID 19701418HCID 19701418—
SolventMethyl Ethyl KetoneHCID 6569—
ProductDiethyl [[3-chloro-6-(1,3-dihydro-1,3-dioxo-2Hisoindol-2-yl)-2-pyridinyl]methyl]phosphonateHCID 131720462—

Reaction Steps

The product from Example 26 was dissolved in MEK (180 mL) and placed in a 500 mL flask under a N2 atmosphere. Sodium iodide (catalytic) was added to the reaction which was subsequently stirred at room temperature for 20 min. Triethyl phosphite (3.66 g, 22 mmol) was added to the reaction. The reaction was heated to reflux for 6 h, cooled to room temperature, and stirred an additional 16 h. The reaction was filtered and all solvent removed in vacuo to yield the crude title compound. Purification via flash chromatography (96/4 CHCl3 /EtOH) produced the pure title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05716964
Source datasetuspto-grants-1998_02
ORD IDord-24e97d5714544c86853df936bb679ddf
Source noteuspto-grants-1998_02