HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402705Generated: October 26, 2026
Chloride → 1-(2-(3,4,5-Trimethoxyphenylethynyl)pyridin-3-yl)ethanone
https://huagongshe.com/reaction/1402705
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(2-Bromopyridin-3-yl)ethan-1-one | HCID 9990369 | — |
| Reactant | 5-Ethynyl-1,2,3-trimethoxybenzene | HCID 11830260 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-(3,4,5-Trimethoxyphenylethynyl)pyridin-3-yl)ethanone | HCID 71238660 | 57.8% |
Reaction Steps
100 mg 3-Acetyl-2-bromopyridine, 140 mg 5-ethynyl-1,2,3-trimethoxybenzene 2.1, 101 μL triethylamine, 17 mg triphenylphosphinpalladium(II) chlorid, 1 mg Cu(I)I were suspended in 4 mL THF under argon atmosphere and stirred for 1 h at 25° C. The mixture was diluted with DCM and extracted with diluted aq. NH3 and saturated NH4Cl solution. The organic phase was concentrated and the mixture separated via FCC (10 g SiO2, Cyclohexane→cyclohexane/ethylacetate 70:30) to yield 90 mg 1-(2-(3,4,5-trimethoxyphenylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS: Rt=1.21 min (method E) M+H=312.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912173B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-32b889937fbd4179acc19d187c7ae477 |
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| Source note | uspto-grants-2014_12 |
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