HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521590Generated: November 1, 2026
Tricyclohexylphosphine → (5-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)pyridin-3-yl)boronic acid
https://huagongshe.com/reaction/1521590
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reactant | 2-(5-Bromopyridin-3-yl)-1,1,1-trifluoropropan-2-ol | HCID 66685264 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (5-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)pyridin-3-yl)boronic acid | HCID 89471688 | — |
Reaction Steps
A vial containing the title compound from Example 55 Step A [enantiomer B (0.647 g, 2.40 mmol)], bis(pinacolato)diboron (1.22 g, 4.79 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.439 g, 0.479 mmol), tricyclohexylphosphine (0.269 g, 0.958 mmol) and potassium acetate (0.705 g, 7.19 mmol) in 1,4-dioxane (12 mL) was flushed with nitrogen, sealed tightly and heated to 80° C. overnight. The reaction was then passed through a syringe filter and concentrated under reduced pressure to provide the title compound: LCMS m/z 235.95 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073929B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-2ba24341da9e4a8b952dd919eb5909c1 |
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| Source note | uspto-grants-2015_07 |
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