Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Biphenyl-2-boronic acid | HCID 4589187 | — |
| Reactant | HCID 86637903 | HCID 86637903 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Sodium Chloride | HCID 5234 | — |
| Product | HCID 86637902 | HCID 86637902 | 82.7% |
Reaction Steps
A mixture of ethyl {3-[3-(5-bromo-2-oxopyridin-1(2H)-yl) propyl]phenoxy}acetate (187.5 mg), 2-biphenylboronic acid (104 mg), Na2CO3(504 mg), Pd(PPh3)4 (27 mg), water (4 mL) and toluene (8 mL) were stirred under N2 gas atmosphere at 100° C. for 3 hours. The reaction mixture was cooled to ambient temperature, diluted with 5% aqueous sodium chloride solution and extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:EtOAc=70:30-50:50). to give ethyl {3-[3-(5-biphenyl-2-yl-2-oxopyridin-1(2H)-yl)propyl]phenoxy}acetate (184 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273745B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-f0d87db745f74f12a6453e51f39f8149 |
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| Source note | uspto-grants-2012_09 |
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