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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804167Generated: October 27, 2026

4-Methylmorpholine → (R)-3-{4-[4-(2-ethyl-4-methylphenyl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-one

https://huagongshe.com/reaction/1804167

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant4-(4,6-Dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrateHCID 23149411—
Reactant(R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acidHCID 58484694—
Reactant1-(2-Ethyl-4-methylphenyl)piperazine hydrochlorideHCID 67381019—
SolventMethanolHCID 887—
SolventChloroformHCID 6212—
Product(R)-3-{4-[4-(2-ethyl-4-methylphenyl)piperazine-1-carbonyl]phenyl}-4-isopropyloxazolidin-2-oneHCID 6738124110.4%

Reaction Steps

To a mixture of (R)-4-(4-isopropyl-2-oxooxazolidin-3-yl)benzoic acid (482 mg) described in Preparation Example 18, 1-(2-ethyl-4-methylphenyl)piperazine hydrochloride (499 mg), which is the intermediate described in Preparation Example 15, and 4-(4,6-dimethoxy[1.3.5]triazin-2-yl)-4-methylmorpholinium chloride hydrate (DMT-MM) (829 mg) were added chloroform (3 mL), methanol (3 mL) and N-methylmorpholine (220 μL), and the mixture was stirred at room temperature overnight. After evaporation of the solvent, the residue was purified by column chromatography (hexane:ethyl acetate) to give the title compound (88 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354401B2
Source datasetuspto-grants-2013_01
ORD IDord-f5076786e4394f44b59fc41b8ec0235e
Source noteuspto-grants-2013_01