HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606830Generated: October 29, 2026
Phenylacetylene → 3-Phenylethynyl-pyridine
https://huagongshe.com/reaction/606830
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | 3-Bromopyridine | HCID 12286 | — |
| 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-Phenylethynyl-pyridine | HCID 10943045 | 35.1% |
Reaction Steps
Add phenylacetylene (0.175 mL, 1.6 mmol), copper (I) iodide (0.028 g, 0.15 mmol) and bis(triphenylphosphine)palladium (II) dichloride (0.051 g, 0.07 mmol) to a solution of 3-bromopyridine (0.140 mL, 1.45 mmol) in degassed triethylamine (6 mL) and stir under nitrogen at 80° C. for 16 h. Cool to room temperature, filter through diatomaceous earth, wash with ethyl acetate, and concentrate. Purify the residue by silica gel chromatography, eluting with 100:0 to 0:100 hexanes:dichlormethane, to give the title compound (91.1 mg, 35%).
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-f093eddfdd414106971a3bb01a6ec04d |
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| Source note | uspto-grants-2011_03 |
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