HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tris(1,1-dimethylethyl)phosphine → HCID 66662083, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | [(E)-2-(4-Methylphenyl)ethenyl]boronic acid | HCID 6019835 | — |
| Reactant | (1R)-1'-{[1-(4-bromophenyl)cyclopropyl]-carbonyl}-3H-spiro[2-benzofuran-1,3'-pyrrolidin]-3-one | HCID 66661876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66662083 | HCID 66662083 | 50% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126927B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-861acc45474d4295b92e88603db983fa |
| Source note | uspto-grants-2015_09 |