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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167486Generated: October 30, 2026

Triethylamine → 3-(4-(4-(6-Cyano-3-pyridazinyl)piperazin-1-yl)-3-fluorophenyl)-5(R)-hydroxy methyloxazolidin-2-one

https://huagongshe.com/reaction/1167486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant6-Chloropyridazine-3-carbonitrileHCID 13382871—
Reactant3-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochlorideHCID 21356565—
SolventAcetonitrileHCID 6342—
Product3-(4-(4-(6-Cyano-3-pyridazinyl)piperazin-1-yl)-3-fluorophenyl)-5(R)-hydroxy methyloxazolidin-2-oneHCID 2135660279.1%

Reaction Steps

3-(3-Fluoro4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochloride (6.63 g, 20 mmol) was suspended by stirring in acetonitrile (200 ml) under nitrogen, and triethylamine (4.44 g, 44 mmol) added. The mixture was stirred for 10 minutes 3-chloro-6-cyanopyridazine (2.79 g, 20 mmol) added, and the mixture heated under reflux for 18 hours. After cooling, solid was filtered, washed with water (3×150 ml) and diethyl ether (2×150 ml) to give the title product (6.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617339B1
Source datasetuspto-grants-2003_09
ORD IDord-6c3aaccc63d046c18199c444e79d67df
Source noteuspto-grants-2003_09