HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606891Generated: October 30, 2026
1-Fluoro-4-iodo-2-(trifluoromethyl)benzene → 3-Chloro-5-(4-fluoro-3-trifluoromethylphenylethynyl)-pyridine
https://huagongshe.com/reaction/606891
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene | HCID 2737344 | — |
| Reactant | 3-Chloro-5-ethynylpyridine | HCID 23500887 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178419050 | HCID 178419050 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-Chloro-5-(4-fluoro-3-trifluoromethylphenylethynyl)-pyridine | HCID 67048359 | 88% |
Reaction Steps
Sequentially add 3-chloro-5-ethynylpyridine, (prepared as described in PREPARATION 27), (300 mg, 2.2 mmol), (bis(triphenylphosphine)palladium (II) dichloride (69 mg, 0.10 mmol), and copper (I) iodide (38 mg, 0.198 mmol) to a solution of 1-fluoro-4-iodo-2-trifluoromethylbenzene (575 mg, 1.98 mmol) in triethylamine (4 mL) under nitrogen. Heat at 70° C. for 2.5 h and concentrate. Purify the residue by silica gel chromatography, eluting from 0:100 to 20:80 using ethyl acetate:hexanes, to give the title compound as a white solid (520 mg, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915424B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-2a8e1e6ecb284ae19d0f644b99323eaa |
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| Source note | uspto-grants-2011_03 |
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