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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 897312Generated: October 30, 2026

Piperazin-2-one → HCID 22346280, compound

https://huagongshe.com/reaction/897312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazin-2-oneHCID 231360—
Reactant5-bromo-N-(4-fluorobenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamideHCID 22346401—
ReactantTri(butyl)vinyltinHCID 53438229—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 22346280HCID 22346280—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-bromo-N-(4-fluorobenzyl)-8-hydroxy-[1,6]naphthyridine-7-carboxamide (0.40 g, 1.06 mmol), tri-n-butylvinyl tin (0.62 mL, 2.13 mmol), bis (triphenylphosphine)palladium(II) chloride (0.15 g, 0.21 mmol), 2-piperazinone (0.12 g, 1.17 mmol) in dioxane (10 mL) was purged with nitrogen and heated with stirring at 100° C. in a sealed tube for 24 hours. The resultant product mixture was filtered through a pad of Celite. The filtrate was concentrated under vacuum. The residue was dissolved in DMSO, and subjected to HPLC purification on C-18 stationary phase eluted with water/acetonitrile/TFA mobile phase. Collection and lyophilization of appropriate fractions provided the title compound as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06921759B2
Source datasetuspto-grants-2005_07
ORD IDord-d825dfbcf7ba454c88ae7d4c8a7e6c39
Source noteuspto-grants-2005_07