Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466045Generated: October 31, 2026

Allyltributylstannane → 6-Allylnicotinonitrile

https://huagongshe.com/reaction/1466045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyltributylstannaneHCID 90628—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product6-AllylnicotinonitrileHCID 10796868—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6-chloropyridine-3-carbonitrile (7.0 g, 50 mmol), allyl tri-n-butyltin (18.2 g, 55.0 mmol) and Pd(PPh3)2Cl2 (1 g) in 80 mL DMF was stirred at 90° C. for 3 hours. The mixture was cooled down and diluted with 1 L of EtOAc, washed with water (100 mL×2) and brine (100 mL), then concentrated. The residue was purified by column chromatography (PE:EtOAc=10:1) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-1b507b6e56c542159931d4fe6d571ed8
Source noteuspto-grants-2015_04