HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479886Generated: October 27, 2026
Cesium carbonate → 4-[4-(Trifluoromethyl)phenyl]pyridine-2-carbonitrile
https://huagongshe.com/reaction/1479886
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-2-pyridinecarbonitrile | HCID 693342 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Catalyst | palladium(II) acetate 2-(dicyclohexylphosphino)-2',4',6'-triisopropyl-1,1'-biphenyl | HCID 86647063 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-[4-(Trifluoromethyl)phenyl]pyridine-2-carbonitrile | HCID 84164416 | 89% |
Reaction Steps
4-Chloropyridine-2-carbonitrile 19B (2.0 gr, 14.44 mmol) was dissolved in 35 ml of dioxane. The solution was added with cesium carbonate (6.8 gr), [4-(trifluoromethyl)phenyl]boronic acid (1.2 equiv., 3.3 gr) and palladium acetate/XPhos (80 mg/280 mg) under argon atmosphere. The mixture was stirred at 100° C. for 4 hours. The reaction is filtered through a pad of celite, concentrated and crystallized from diethyl ether/petroleum ether to give a beige solid (3.2 gr, 12.85 mmol, yield: 89%) 1HNMR (DMSO, 400 MHz) δ 7.92 (2H, dd, J=8.0 Hz), 8.12 (3H, m), 8.51 (1H, dd), 8.39 (1H, dd, J=5.2 Hz)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409864B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-16f4211d2c594e6bba416cd467ed538b |
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| Source note | uspto-grants-2016_08 |
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