HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606842Generated: October 31, 2026
Phenylacetylene → HCID 67047572, compound
https://huagongshe.com/reaction/606842
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | 3-Bromo-5-methoxypyridine | HCID 817163 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178419050 | HCID 178419050 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 67047572 | HCID 67047572 | 66% |
Reaction Steps
Add phenylacetylene (0.180 mL, 1.6 mmol), copper (I) iodide (0.029 g, 0.15 mmol) and bis(triphenylphosphine)palladium (II) dichloride (0.053 g, 0.08 mmol) to a solution of 3-bromo-5-methoxypyridine (0.282 g, 1.5 mmol) in degassed triethylamine (8 mL) and heat at 80° C. for 16 h. Cool the reaction mixture to room temperature, filter through diatomaceous earth, wash with ethyl acetate, and concentrate. Purify the residue by silica gel chromatography, eluting with 50:50 to 0:100 hexanes:ethyl acetate to give the title compound (0.206 g, 66%).
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-12e6e00e79b4416fb80b6826b2c3c8e9 |
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| Source note | uspto-grants-2011_03 |
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