Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Benzyloxy-phenylboronic acid | HCID 2734313 | — |
| Reactant | (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol | HCID 53756856 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 53696716 | HCID 53696716 | 83.5% |
Reaction Steps
Prepared according to the method described in Example 33a) from (2R)-1-(4-bromophenoxy)-4-(3-pyridyl)-2-butanol (0.97 g, Example 40a), 3-(benzyloxy)benzeneboronic acid (1.0 g, Example 93b), tetrakis(triphenylphosphine)palladium(0) (0.09 g), toluene (7.5 ml), ethanol (2 ml) and aqueous sodium carbonate (2 M, 3.5 ml) with heating at 120° C. for 2 hours 30 minutes. After work up the residue was purified by column chromatography over silica eluting with methanol:dichloromethane (5:95) to give the title compound as a white solid (1.07 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-98d59e76a8d8449a9b332d77aedc25f8 |
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| Source note | uspto-grants-1999_11 |
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