Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804243Generated: October 30, 2026

Ethyl Acetate → (R)-3-{4-[4-(3,5-dichloropyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-4-methoxymethyloxazolidin-2-one

https://huagongshe.com/reaction/1804243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantPyridine, 2,3,5-trichloro-HCID 27666—
Reactant(R)-3-[2-fluoro-4-(piperazine-1-carbonyl)phenyl]-4-methoxymethyloxazolidin-2-oneHCID 58484520—
SolventDimethylformamideHCID 6228—
Product(R)-3-{4-[4-(3,5-dichloropyridin-2-yl)piperazine-1-carbonyl]-2-fluorophenyl}-4-methoxymethyloxazolidin-2-oneHCID 6738102348.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

(R)-3-[2-fluoro-4-(piperazine-1-carbonyl)phenyl]-4-methoxymethyloxazolidin-2-one (343 mg) described in Preparation Example 94 was dissolve in N,N-dimethylformamide (2 mL), 2,3,5-trichloropyridine (275 mg) and potassium carbonate (562 mg) were added and the mixture was stirred at 100° C. To the reaction mixture was added ethyl acetate under ice-cooling and insoluble materials were filtered off. Water was added to the filtrate and the mixture was extracted with ethyl acetate. The organic layer was washed twice with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (chloroform:methanol) to give the title compound (240 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354401B2
Source datasetuspto-grants-2013_01
ORD IDord-d0ef9fe2334f420e8ca0f70bd1621424
Source noteuspto-grants-2013_01