HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606883Generated: October 30, 2026
1-Ethynyl-4-fluorobenzene → HCID 67047635, compound
https://huagongshe.com/reaction/606883
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Ethynyl-4-fluorobenzene | HCID 522627 | — |
| Reactant | 3-Bromo-5-methoxypyridine | HCID 817163 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diisopropylamine | HCID 7912 | — |
| Product | HCID 67047635 | HCID 67047635 | 60% |
Reaction Steps
Dissolve 3-bromo-5-methoxypyridine (1.0 g, 5.35 mmol) in diisopropylamine (17 mL) and toluene (10 mL) under nitrogen. Add tetrakis(triphenylphosphine)palladium (0.200 g, 0.16 mmol). Heat at 60° C. and add 1-ethynyl-4-fluorobenzene (642 mg, 5.35 mmol) and copper (I) iodide (20 mg, 0.11 mmol). After 20 h, concentrate, and purify using silica gel chromatography, eluting with 30:70 ethyl acetate:hexanes, to give the title compound (720 mg, 60%).
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-bbbf3e46b1bd4b3486c0151705f240b9 |
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| Source note | uspto-grants-2011_03 |
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