HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496860Generated: October 31, 2026
Chloride → 1-(2-(Pyridin-2-ylethynyl)pyridin-3-yl)ethanone
https://huagongshe.com/reaction/1496860
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloride | HCID 312 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethynylpyridine | HCID 137268 | — |
| Reactant | 1-(2-Bromopyridin-3-yl)ethan-1-one | HCID 9990369 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(2-(Pyridin-2-ylethynyl)pyridin-3-yl)ethanone | HCID 71238330 | — |
Reaction Steps
Step 1 (=Reaction 1): 750 mg 3-Acetyl-2-bromopyridin, 550 μL 2-ethynyl-pyridine, 765 μL triethylamin, 255 mg triphenylphosphinpalladium(II) chlorid, 17 mg Cu(I)I were suspended in 10 mL DMF under argon atmosphere and stirred for 2 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 (100 g SiO2, cyclohexane cyclohexane/ethylacetate 35:65) to yield 455 mg 1-(2-(pyridin-2-ylethynyl)pyridin-3-yl)ethanone as solid. Analysis: HPLC-MS: Rt=0.88 min (methode E) M+H=223.
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-92eb51b3ea3b44bfa16d0050c1013bd3 |
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| Source note | uspto-grants-2015_12 |
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