HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606885Generated: October 27, 2026
1-Fluoro-4-iodo-2-(trifluoromethyl)benzene → 3-(4-Fluoro-3-trifluoromethylphenylethynyl)-5-methoxypyridine
https://huagongshe.com/reaction/606885
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene | HCID 2737344 | — |
| Reactant | 3-Ethynyl-5-methoxypyridine | HCID 21097349 | — |
| 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-(4-Fluoro-3-trifluoromethylphenylethynyl)-5-methoxypyridine | HCID 67047695 | 99.2% |
Reaction Steps
Dissolve 1-fluoro-4-iodo-2-trifluoromethylbenzene (813 mg, 2.8 mmol) in triethylamine (6 mL). Add 3-ethynyl-5-methoxypyridine, (prepared as described in PREPARATION 10), (400 mg, 3.0 mmol) followed by bis(triphenylphosphine)palladium (II) dichloride (0.100 g, 0.14 mmol) and copper (I) iodide (53 mg, 0.28 mmol). Heat at 70° C. for 16 h, concentrate, and purify using silica gel chromatography, eluting with 100:0 to 90:10 methylene chloride:ethyl acetate, to give the title compound as a pale yellow solid (820 mg, 99%).
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-7f8e827fe50c4c84ba3a38bd54dc5245 |
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| Source note | uspto-grants-2011_03 |
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