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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582039Generated: October 29, 2026

Triphenylarsine → HCID 15407930, compound

https://huagongshe.com/reaction/582039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylarsineHCID 11773—
ReactantPyridine, 2-methyl-5-(trimethylstannyl)-HCID 10538966—
ReactantHCID 10663122HCID 10663122—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 15407930HCID 1540793021.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a degassed r.t. solution of 2-bromo-3-(4-(methylsulfonyl)-phenyl)-2-cyclopenten-1-one (0.315 g, 1.0 mmol), Pd2 (dba)3 (0.018 g, 0.02 mmol), and AsPh3 (0.049 g, 0.16 mmol) in NMP (2.5 mL) was added a degassed NMP solution (2.5 mL) of 5-trimethylstannanyl-2-methylpyridine (~2.0 mmol). The resulting mixture was heated to 60° C. for 16 hours, then to 100° C. for a further 3.5 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 (100% EtOAc/hexanes) to provide 0.070 g of the title compound as a rigid foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922742
Source datasetuspto-grants-1999_07
ORD IDord-58a06edc99c1438c92d01fee9691e6fe
Source noteuspto-grants-1999_07