Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (Pyrimidin-5-yl)boronic acid | HCID 2795193 | — |
| Reactant | HCID 16065592 | HCID 16065592 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 16065180 | HCID 16065180 | — |
Reaction Steps
To a solution of 1-(4-bromo-2,6-difluorophenyl)-6-(4-fluorophenyl)-2H-quinolizin-2-one Example 44, 74 mg, 0.17 mmol) in toluene (5 mL) was added pyrimidin-5-ylboronic acid (42 mg, 0.34 mmol), tetrakis(triphenylphosphine)palladium (196 mg, 0.017 mmol), EtOH (0.5 mL) and 2N Na2CO3 (0.5 mL), and heated to 90° C. for 12 h. After cooling the reaction to room temperature, the mixture was concentrated. The crude residue was dissolved in EtOAc and washed with water, brine, dried over MgSO4, and concentrated. The crude material was purified using silica gel chromatography (CH2Cl2/EtOAc/MeOH) to give title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07879875B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-ce97a422356b4595b61c1fb5ac37cf38 |
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| Source note | uspto-grants-2011_02 |
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