Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Fluoroethyl p-Toluenesulfonate | HCID 256019 | — |
| Reactant | HCID 12624209 | HCID 12624209 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86700043 | HCID 86700043 | 80.1% |
Reaction Steps
Ethyl 4-oxo-5-phenyl-1,4-dihydropyridine-3-carboxylate (190 mg) was suspended in DMF (2.5 ml). Cesium carbonate (509 mg) and 2-fluoroethyl 4-methylbenzenesulfonate (256 mg) were sequentially added and the mixture was stirred at 50° C. for three hours. A 1 N aqueous hydrochloric acid solution was added under ice cooling, and the organic layer was extracted with ethyl acetate, washed with water and brine and then dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [chloroform:methanol=300:1->40:1 (v/v)] to give 181 mg of the title compound as an oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08933103B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-bfa0deae89c14ac18e5e2c2b38f4f089 |
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| Source note | uspto-grants-2015_01 |
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