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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354075Generated: October 27, 2026

Sodium Iodide → 2-(4-Chloro-phenyl)-N-(1-{2-[3-(2,6-dimethyl-pyridin-4-yl)-ureido]-ethyl}-piperidin-4-yl)-N-ethyl-acetamide

https://huagongshe.com/reaction/2354075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2-Chloro-ethyl)-3-(2,6-dimethyl-pyridin-4-yl)-ureaHCID 58816567—
Reactant2-(4-chloro-phenyl)-N-ethyl-N-piperidin-4-yl-acetamideHCID 60806745—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Chloro-phenyl)-N-(1-{2-[3-(2,6-dimethyl-pyridin-4-yl)-ureido]-ethyl}-piperidin-4-yl)-N-ethyl-acetamideHCID 11225219—

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of 2-(4-chloro-phenyl)-N-ethyl-N-piperidin-4-yl-acetamide (Example A10., 3.37 g, 12.0 mmol), NaHCO3 (5.4 g, 64 mmol), NaI (1.2 g, 8 mmol) and 1-(2-chloro-ethyl)-3-(2,6-dimethyl-pyridin-4-yl)-urea (Example D1, 1.82 g 8 mmol) in THF (40 mL) is stirred at 50° C. for 27 days. The mixture is quenched with Na2CO3 (150 mL) and extracted with CH2Cl2 (3×100 mL). The organic extracts are washed with sat. aq. Na2CO3 (70 mL), dried (Na2SO4), filtered and evaporated. The residue is purified by MPLC to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750161B2
Source datasetuspto-grants-2010_07
ORD IDord-50a5473ba79f47798c034fa9850058f4
Source noteuspto-grants-2010_07