HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747794Generated: November 2, 2026
Sodium Carbonate → 5-(2-Fluorophenyl)pyridin-2(1H)-one
https://huagongshe.com/reaction/1747794
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 5-Bromo-2-hydroxypyridine | HCID 599528 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 5-(2-Fluorophenyl)pyridin-2(1H)-one | HCID 20300083 | 5% |
Reaction Steps
5-Bromopyridin-2(1H)-one (1.04 g), (2-fluorophenyl)boronic acid (0.924 g), sodium carbonate (1.40 g), lithium chloride (0.560 g) and tetrakis(triphenylphosphine)palladium(0) (0.347 g) were suspended in a mixed solvent of toluene (26.4 mL), ethanol (6.6 mL) and water (6.6 mL), and the suspension was stirred at 100° C. for 17 hr under an argon atmosphere. The reaction mixture was cooled to room temperature, diluted with brine, extracted with ethyl acetate, diluted with THF, dried over anhydrous sodium sulfate, filtered, concentrated, and purified by silica gel column chromatography (ethyl acetate/hexane→ethyl acetate/methanol) to give the title compound (0.0563 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150588B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-64b2d526362140e299911951c3ff6874 |
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| Source note | uspto-grants-2015_10 |
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