HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691833Generated: November 1, 2026
Acetic Acid → 2,3-dihydro-1H-[2,3']bipyridinyl-4-one
https://huagongshe.com/reaction/1691833
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 1-(2-trimethylsilyl-ethanesulfonyl)-2,3-dihydro-1H-[2,3']bipyridinyl-4-one | HCID 59377761 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2,3-dihydro-1H-[2,3']bipyridinyl-4-one | HCID 59377784 | 94.4% |
Reaction Steps
To a solution of 1-(2-trimethylsilyl-ethanesulfonyl)-2,3-dihydro-1H-[2,3′]bipyridinyl-4-one (106.1 mg, 0.31 mmol) in DMF (0.5 mL) was added cesium fluoride (153.5 mg, 1.0 mmol) under Ar atmosphere. The mixture was heated at 90° C. for 2 hours, then cooled to room temperature. Acetic acid (0.062 mL, 1.085 mmol) was added, and the mixture was diluted with ethyl acetate and filtered. The filtrate was taken to dryness under reduced pressure. Purification of the residue by flash chromatography (dichloromethane/methanol 95:5) gave 2,3-dihydro-1H-[2,3′]bipyridinyl-4-one (51 mg, 93.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153809B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-3ddaee935dfd46e299da634954db6b4a |
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| Source note | uspto-grants-2012_04 |
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