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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354076Generated: October 30, 2026

Sodium Iodide → N-(1-{2-[3-(2,6-Dimethyl-pyridin-4-yl)-ureido]-ethyl}-piperidin-4-yl)-N-ethyl-4-methoxy-benzenesulfonamide

https://huagongshe.com/reaction/2354076

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2-Chloro-ethyl)-3-(2,6-dimethyl-pyridin-4-yl)-ureaHCID 58816567—
ReactantN-Ethyl-4-methoxy-N-piperidin-4-yl-benzenesulfonamideHCID 58816568—
SolventTetrahydrofuranHCID 8028—
ProductN-(1-{2-[3-(2,6-Dimethyl-pyridin-4-yl)-ureido]-ethyl}-piperidin-4-yl)-N-ethyl-4-methoxy-benzenesulfonamideHCID 11294764—

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of N-ethyl-4-methoxy-N-piperidin-4-yl-benzenesulfonamide (Example A4., 2.09 g, 7.0 mmol), NaHCO3 (3.4 g, 40 mmol), NaI (0.75 g, 5 mmol) and 1-(2-chloro-ethyl)-3-(2,6-dimethyl-pyridin-4-yl)-urea (Example D1, 1.14 g 5 mmol) in THF (30 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-1b4808b58ec74821946649715966a947
Source noteuspto-grants-2010_07