HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594197Generated: October 27, 2026
Potassium Phosphate, Tribasic → HCID 117922170, compound
https://huagongshe.com/reaction/594197
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | 2-Chloro-3-nitro-5-(trifluoromethyl)pyridine | HCID 4736950 | — |
| Reactant | 2-(Trifluoromethyl)pyridine-5-boronic Acid | HCID 25134278 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 117922170 | HCID 117922170 | 77.3% |
Reaction Steps
Under an argon atmosphere, to a solution of 2-chloro-3-nitro-5-(trifluoromethyl)pyridine (1 g) in 1,4-dioxane (15 mL) were added (6-(trifluoromethyl)pyridin-3-yl)boronic acid (925 mg), a solution of tricyclohexylphosphine in 15% toluene (2.0 mL), tris(dibenzylideneacetone)dipalladium (2.02 g) and a tripotassium phosphate aqueous solution (2 mol/L, 5.9 mL) and stirred overnight at 90° C. The reaction mixture was added with water and filtered through Celite® and the filtrate was extracted with ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The obtained residue was purified on silica gel column chromatography (hexane:ethyl acetate=85:15) to give the titled compound (1.15 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09242977B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-4c58c6beedff43bdb3ca041f578eb839 |
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| Source note | uspto-grants-2016_01 |
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