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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582042Generated: November 1, 2026

Triphenylarsine → HCID 15407933, compound

https://huagongshe.com/reaction/582042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylarsineHCID 11773—
ReactantHCID 10663122HCID 10663122—
Reactant5-Chloro-2-(trimethylstannyl)pyridineHCID 21942643—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 15407933HCID 1540793318.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a degassed r.t. solution of 2-bromo-3-(4-(methylsulfonyl)-phenyl)-2-cyclopenten-1-one (0.630 g, 2.0 mmol), Pd2 (dba)3 (0.036 g, 0.04 mmol), and AsPh3 (0.098 g, 0.32 mmol) in NMP (5 mL) was added a degassed NMP solution (8 mL) of 2-trimethylstannanyl-5-chloropyridine (~4.0 mmol). The resulting mixture was heated to 60° C. for 16 h, then to 100° C. for a further 2 h. The mixture was then cooled to r.t., diluted with EtOAc, washed 2 times with 10% NH4OH and brine, dried over MgSO4, and concentrated to dryness. The residue was purified by flash chromatography (70% EtOAc/hexanes) followed by a CH2Cl2 /Et2O swish to provide 130 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922742
Source datasetuspto-grants-1999_07
ORD IDord-d7e1f86846584d53aca07660624c3617
Source noteuspto-grants-1999_07