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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881972Generated: October 30, 2026

Tributylvinyltin → 2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-5-ethenylpyridine

https://huagongshe.com/reaction/1881972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
Reactant5-bromo-2-(5-[1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl]-1H-pyrrol-2-yl)pyridineHCID 59331248—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)-5-ethenylpyridineHCID 5933144767%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 5-bromo-2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine (200 mg) in toluene (2 mL) were added tributyl(vinyl)tin (115 μL) and tetrakistriphenylphosphinepalladium(0) (40 mg), and the mixture was stirred under argon atmosphere at 110° C. overnight. After cooling to room temperature, the reaction mixture was concentrated, and the residue was subjected to silica gel column chromatography. The title compound (120 mg, yield 67%) was obtained as a yellow amorphous solid from a fraction eluted with ethyl acetate-hexane (1:1, volume ratio). MS: 463 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318746B2
Source datasetuspto-grants-2012_11
ORD IDord-acaffd0ef1054dfea9d70740dd5e484c
Source noteuspto-grants-2012_11