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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804175Generated: October 31, 2026

Methylboronic Acid → 3-{4-[4-(4-Methylbenzoyl)piperidine-1-carbonyl]phenyl}oxazolidin-2-one

https://huagongshe.com/reaction/1804175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylboronic AcidHCID 139377—
ReactantPotassium FluorideHCID 522689—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Reactant3-{4-[4-(4-Chlorobenzoyl)piperidine-1-carbonyl]phenyl}oxazolidin-2-oneHCID 67380914—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product3-{4-[4-(4-Methylbenzoyl)piperidine-1-carbonyl]phenyl}oxazolidin-2-oneHCID 6738084728.5%

Reaction Steps

To a mixture of 3-{4-[4-(4-chlorobenzoyl)piperidine-1-carbonyl]phenyl}oxazolidin-2-one (413 mg) described in Example 40, methylboronic acid (120 mg), palladium (II) acetate (11 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (41 mg) and potassium fluoride (232 mg) was added tetrahydrofuran (3 mL), and the mixture was refluxed for 5 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (112 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354401B2
Source datasetuspto-grants-2013_01
ORD IDord-c407703406ae45d199044f2f65f5cb32
Source noteuspto-grants-2013_01