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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217855Generated: October 30, 2026

Tributylvinyltin → HCID 68808761, compound

https://huagongshe.com/reaction/2217855

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
ReactantN-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamideHCID 86012996—
Catalyst2,6-Di-tert-butyl-4-methylphenolHCID 31404—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 68808761HCID 6880876161.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1(a)) (2 g) in dimethylformamide (6 mL) was added tributyl(vinyl)tin (3.63 g), 2,6-di-tert-butyl-4-methylphenol (50 mg) and dichlorobis(triphenylphosphine)palladium (0.25 g). The reaction was heated at 80° C. under nitrogen for 6 hours and then cooled to room temperature. The mixture was filtered through diatomaceous earth and poured into water and dichloromethane. The organic layer was separated and the aqueous was further extracted with dichloromethane. The combined organic layers were dried, filtered and evaporated. Purification (SiO2, methanol:dichloromethane 5:95 as eluant) gave the sub-titled compound (1.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07408065B2
Source datasetuspto-grants-2008_08
ORD IDord-4b11e245835b411d84a506285fe1d482
Source noteuspto-grants-2008_08