HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582042Generated: November 1, 2026
Triphenylarsine → HCID 15407933, compound
https://huagongshe.com/reaction/582042
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylarsine | HCID 11773 | — |
| Reactant | HCID 10663122 | HCID 10663122 | — |
| Reactant | 5-Chloro-2-(trimethylstannyl)pyridine | HCID 21942643 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 15407933 | HCID 15407933 | 18.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05922742 |
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| Source dataset | uspto-grants-1999_07 |
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| ORD ID | ord-d7e1f86846584d53aca07660624c3617 |
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| Source note | uspto-grants-1999_07 |
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