Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | HCID 68854028 | HCID 68854028 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68891670 | HCID 68891670 | 88.5% |
Reaction Steps
To a solution of 1.12 g (2.54 mmol) of 3-(4-bromo-2-methylphenyl)-5-(4-isopropoxy-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazole (EXAMPLE 12), 816 μL (2.79 mmol) of tributyl(vinyl)tin, and 848 mg (5.58 mmol) of cesium fluoride in 20 mL of 1,4-dioxane was added 32 mg (0.06 mmol) of bis(tri-tert-butylphosphine)palladium(0). After stirring at 100° C. for 2 h, the mixture was filtered through a cake of Celite and concentrated. Chromatography on Biotage 40M cartridge using 1:19 v/v EtOAc/hexanes as the eluant afforded 873 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605171B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-bc1b2ddd26964e4bad5b67eddcedb578 |
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| Source note | uspto-grants-2009_10 |
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