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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969097Generated: October 30, 2026

Cesium carbonate → (1R)-1'-{[1-(2-Fluoro-4-pyridin-2-ylphenyl)cyclopropyl]-carbonyl}-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-one

https://huagongshe.com/reaction/969097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Reactant2-(Tributylstannyl)pyridineHCID 607784—
Reactant(1R)-1'-{[1-(4-chloro-2-fluorophenyl)cyclopropyl]carbonyl}-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-oneHCID 66661700—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product(1R)-1'-{[1-(2-Fluoro-4-pyridin-2-ylphenyl)cyclopropyl]-carbonyl}-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-oneHCID 66661642—

Reaction Steps

A mixture of (1R)-1′-{[1-(4-chloro-2-fluorophenyl)cyclopropyl]carbonyl}-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (20 mg, purity: 80%, 0.04 mmol), 2-(tributylstannyl)-pyridine (17 mg, 0.046 mmol), Tris(dibenzylideneacetone)dipalladium(0) (2 mg, 0.002 mmol), tri-tert-butylphosphine (0.8 mg, 0.004 mmol), and cesium carbonate (16 mg, 0.05 mmol) in 1,4-dioxane (0.5 ml) was microwave irradiated at 100° C. for 30 minutes. The product was obtained from the mixuture by prep-HPLC. LCMS: m/z 429.2 (M+H)+; 451.1 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07304081B2
Source datasetuspto-grants-2007_12
ORD IDord-2a5bdbe517f0434388f305e18c6d5802
Source noteuspto-grants-2007_12