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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278968Generated: October 29, 2026

Pyridine → N-(5-((2-chloropyridin-4-yl)oxy)pyridin-2-yl)-2-oxo-3-(tetrahydro-2H-pyran-4-yl)imidazolidine-1-carboxamide

https://huagongshe.com/reaction/2278968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant5-(2-Chloropyridin-4-yloxy)pyridin-2-amineHCID 59322788—
Reactant2-oxo-3-(tetrahydro-2H-pyran-4-yl)imidazolidine-1-carbonyl chlorideHCID 90427455—
SolventDichloromethaneHCID 6344—
ProductN-(5-((2-chloropyridin-4-yl)oxy)pyridin-2-yl)-2-oxo-3-(tetrahydro-2H-pyran-4-yl)imidazolidine-1-carboxamideHCID 90426999119%

Reaction Steps

A 0° C. mixture of Example A5 (1 g, 4.51 mmol) and pyridine (1.1 mL, 13.6 mmol) in DCM (25 mL) was treated with a solution of Example B2 (1.680 g, 7.22 mmol) in DCM (8 mL), warmed to RT and stirred 45 min. The mixture was concentrated to dryness, the residue treated with DCM and Et2O, sonicated and the resulting solid collected via filtration. The solid was dissolved in DCM, washed with water, the aqueous layer back-extracted with DCM (3×) and the combined organics were dried over Na2SO4 and concentrated to dryness to afford N-(5-((2-chloropyridin-4-yl)oxy)pyridin-2-yl)-2-oxo-3-(tetrahydro-2H-pyran-4-yl)imidazolidine-1-carboxamide (2.24 g, 119%) which was used without further purification. MS (ESI) m/z: 418.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133183B2
Source datasetuspto-grants-2015_09
ORD IDord-68a1197d3fa74e2394652ee60223f16e
Source noteuspto-grants-2015_09