HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535384Generated: October 25, 2026
Acetonitrile → 6-(2-Phenylethynyl)-4-(trifluoromethyl)pyridin-2-amine
https://huagongshe.com/reaction/535384
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Chloro-4-(trifluoromethyl)pyridin-2-amine | HCID 13986817 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(2-Phenylethynyl)-4-(trifluoromethyl)pyridin-2-amine | HCID 86694420 | — |
Reaction Steps
A mixture of 6-chloro-4-(trifluoromethyl)pyridin-2-amine (1.0 g, 5.09 mmol) ethynylbenzene (779 mg, 7.63 mmol), 1,1′-Bis(diphenylphosphino)ferrocene]dichloro-palladium(II) (372 mg, 0.51 mmol), copper(I) iodide (96 mg, 0.51 mmol), triethylamine (1.8 ml, 12.7 mmol), ACN (10 ml) and THF (5 ml) is stirred for 6 h at 90° C. The mixture is concentrated in vacuo, water is added (100 ml) and the mixture extracted with EtOAc. The combined organic layers are dried over MgSO4 and concentrated in vacuo. The product is purified by NP chromatography. Yield: 680 mg (51%). HPLC-MS: M+H=263.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859541B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-7b3f7c91b600460e8ded7a0cead3274b |
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| Source note | uspto-grants-2014_10 |
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