HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496856Generated: October 31, 2026
Chloride → 1-(2-(Phenylethynyl)pyridin-3-yl)ethanone
https://huagongshe.com/reaction/1496856
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-Bromopyridin-3-yl)ethan-1-one | HCID 9990369 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(2-(Phenylethynyl)pyridin-3-yl)ethanone | HCID 14713035 | — |
Reaction Steps
Step 1 (=Reaction 1): 66 mg 3-Acetyl-2-bromopyridine, 56 μL phenylacetylene, 170 μL DIPEA, 22.5 mg triphenylphosphinpalladium(II) chlorid, 3 mg Cu(I)I were suspended in 1 mL DMF under argon atmosphere and stirred for 16 h at 25° C. The mixture was diluted with DCM and extracted with diluted aq. NH3 and brine. The organic phase was concentrated and the mixture separated via flash chromatography (10 g SiO2, cyclohexane→cyclohexane/ethylacetate 70:30) to yield 40 mg 1-(2-(phenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS: Rt=1.21 min (method E), M+H=222.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199937B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-213568a28fd24d53bf70198d87925ae2 |
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| Source note | uspto-grants-2015_12 |
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