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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275554Generated: October 29, 2026

Tris(1,1-dimethylethyl)phosphine → HCID 66662083, compound

https://huagongshe.com/reaction/2275554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantPotassium FluorideHCID 522689—
Reactant[(E)-2-(4-Methylphenyl)ethenyl]boronic acidHCID 6019835—
Reactant(1R)-1'-{[1-(4-bromophenyl)cyclopropyl]-carbonyl}-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-oneHCID 66661876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66662083HCID 6666208350%

Reaction Steps

A mixture of (1R)-1′-{[1-(4-bromophenyl)cyclopropyl]carbonyl}-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (25 mg, 0.061 mmol), [(E)-2-(4-methylphenyl)vinyl]boronic acid (11 mg, 0.067 mmol), tri-tert-butylphosphine (1.5 mg, 0.007 mmol), tris(dibenzylideneacetone)dipalladium(0) (3 mg, 0.003 mmol), potassium fluoride (12 mg, 0.2 mmol) in tetrahydrofuran (0.4 ml) was microwave irradiated at 90° C. for 20 minutes. The desired product was obtained from the mixture by prep-HPLC (13.7 mg, yield: 50%). LCMS: m/z 450.2 (M+H)+; 472.2 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126927B2
Source datasetuspto-grants-2015_09
ORD IDord-861acc45474d4295b92e88603db983fa
Source noteuspto-grants-2015_09