HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1874379Erstellt: 27. Oktober 2026
Dimethylformamide → 1,3-dimethyl-N-{3-[(5-nitropyridin-2-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide
https://huagongshe.com/reaction/1874379
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Chloro-5-nitropyridine | HCID 78308 | — |
| Edukt | N-(3-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide | HCID 19481482 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1,3-dimethyl-N-{3-[(5-nitropyridin-2-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide | HCID 57749382 | 98,3% |
Reaktionsschritte
A mixture of N-(3-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide (1.58 g, 6.83 mmol), 2-chloro-5-nitropyridine (1.03 g, 6.51 mmol), potassium carbonate (1.42 g, 10.2 mmol) and N,N-dimethylformamide (10 mL) was stirred at 60° C. for 15 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (hexane/ethyl acetate=70/30→0/100) to give the title compound (2.26 g, 94%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08304557B2 |
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| Quelldatensatz | uspto-grants-2012_11 |
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| ORD ID | ord-418d69c0ffec416197ccf63349b6402e |
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| Quellennotiz | uspto-grants-2012_11 |
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