HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693079Generated: November 2, 2026
Dimethylformamide → 1-(4-METHOXYPHENYL)PYRIDIN-2(1H)-ONE
https://huagongshe.com/reaction/1693079
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Iodoanisole | HCID 69676 | — |
| Reactant | HCID 178418642 | HCID 178418642 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(4-METHOXYPHENYL)PYRIDIN-2(1H)-ONE | HCID 12191385 | 51.4% |
Reaction Steps
Potassium carbonate (1.16 g, 8.41 mmol) and copper iodide (16 mg, 0.084 mmol) were added to a dimethylformamide (12 mL) solution of 4-hydroxypyridine (800 mg, 8.41 mmol) and 4-iodo-1-methoxybenzene (3.94 g, 16.8 mmol), and stirred at 150° C. for 21 hours. The reaction mixture was cooled to room temperature, then water was added to the reaction mixture, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried with anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified through silica gel column chromatography (C-300, hexane/ethyl acetate=1/1) to obtain the entitled compound (870 mg, 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158652B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-369dc2aa1d444e1799749a86758b7447 |
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| Source note | uspto-grants-2012_04 |
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