Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Chlorophenylboronic acid | HCID 2734322 | — |
| Reactant | HCID 57700381 | HCID 57700381 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 15950606 | HCID 15950606 | 42% |
Reaction Steps
To a solution of 6-chloro-1-(2,6-dichlorophenyl)-2H-quinolizin-2-one (Example 1, 54 mg) in DME was added 2-chlorophenylboronic acid (31 mg), palladium acetate (3.5 mg), triphenylphosphine (8 mg) and 2N sodium carbonate (0.32 mL). The mixture was heated to 80° C. for 12 hrs, then cooled to room temperature, and diluted with ethyl acetate/saturated aqueous sodium bicarbonate. The organic layers were dried over magnesium sulfate and concentrated. The residue was purified by silica gel (methylene chloride/acetone=2/1) and recrystallized from methylene chloride/acetone/hexanes to give title compound as a yellowish solid (28 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879875B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-5f86e7792cf04cbda57c8bd2389518b1 |
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| Source note | uspto-grants-2011_02 |
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