Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (3-Chlorophenyl)boronic acid | HCID 2734323 | — |
| Reactant | HCID 57192129 | HCID 57192129 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 67598368 | HCID 67598368 | — |
Reaction Steps
Prepared according to the method described in Example 33a) from toluene (5 ml), water (1 ml), (3S)-1-(4-bromophenyl)-5-(3-pyridyl)-3-pentanol (0.09 g), sodium carbonate (0.172 g), 3-chlorobenzeneboronic acid (0.05 g), ethanol (1 ml) and tetrakis(triphenylphosphine)palladium(0) (9 mg) with heating at 100° C. for 45 minutes. After work up the residue was purified by column chromatography over silica eluting with ethyl acetate to give an oil which was converted to the oxalate salt upon treatment with oxalic acid (excess) in ether to give the title compound as a solid (0.057 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05977105 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-1269d228a84d41068f1c6260234d8173 |
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| Source note | uspto-grants-1999_11 |
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