Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504378Generated: October 29, 2026

1,4-Dioxane → HCID 66661609, compound

https://huagongshe.com/reaction/504378

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantPotassium FluorideHCID 522689—
Reactant2-Bromo-5-methylpyridineHCID 564216—
Reactant(1R)-1'-{[1-(4-bromophenyl)cyclopropyl]-carbonyl}-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-oneHCID 66661876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 66661609HCID 66661609—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of (1R)-1′-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (20 mg, 0.00005 mol, prepared as example 238) in 1,4-dioxane (0.2 mL, 0.002 mol) were added tris(dibenzylideneacetone)dipalladium(0) (0.2 mg, 0.0000002 mol), tri-tert-butylphosphine (0.12 mg, 5.8×10−7 mol), potassium fluoride (9.3 mg, 0.00016 mol) and 2-bromo-5-methylpyridine (0.012 g, 0.000073 mol), and the mixture was heated at 110° C. for 30 minutes. The reaction mixture was filtered and the filtrate was diluted with methanol. The product was isolated and purified with prep-HPLC. LC-MS: 425.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776874B2
Source datasetuspto-grants-2010_08
ORD IDord-7b05399d144f4b7ebf452f915ae808c6
Source noteuspto-grants-2010_08