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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1840577Generated: October 30, 2026

Tributylvinyltin → 1-[1-(Tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-vinyl-2-thiophenesulfonyl)-2-piperazinone

https://huagongshe.com/reaction/1840577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
ReactantLithium ChlorideHCID 433294—
Reactant4-(5-Bromo-2-thiophenesulfonyl)-1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-2-piperazinoneHCID 23447570—
Solvent1,4-DioxaneHCID 31275—
Product1-[1-(Tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-vinyl-2-thiophenesulfonyl)-2-piperazinoneHCID 23447363116.3%

Reaction Steps

A mixture of 4-(5-bromo-2-thiophenesulfonyl)-1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-2-piperazinone (200 mg), vinyltributyltin (365 mg), lithium chloride (50 mg), tetrakistriphenylphosphine palladium (50 mg) and dioxane (15 ml) was refluxed for 2 hours. The reaction solution was concentrated, and the residue was purified with silica gel column chromatography (hexane: ethyl acetate=1:2) to give colorless solid of 1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-vinyl-2-thiophenesulfonyl)-2-piperazinone (209 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06680312B2
Source datasetuspto-grants-2004_01
ORD IDord-5a4873734c9f4d299705c1c8a75b5679
Source noteuspto-grants-2004_01