HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9185Erstellt: 23. Oktober 2026
Ethyl Acetate → 7-(2-Chloro-4-methoxyphenyl)-2-ethyl-3-nitropyrazolo[1,5-a]pyridine
https://huagongshe.com/de/reaction/9185
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Barium hydroxide, octahydrate | HCID 17749109 | — |
| Edukt | 7-Bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine | HCID 21984481 | — |
| Edukt | 2-Chloro-4-methoxyphenylboric acid | HCID 21984696 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 7-(2-Chloro-4-methoxyphenyl)-2-ethyl-3-nitropyrazolo[1,5-a]pyridine | HCID 21984583 | 73,3% |
Reaktionsschritte
After dissolving 7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (100 mg) in 1,2-dimethoxyethane (6 mL) and water (1 mL), 2-chloro-4-methoxyphenylboric acid (138 mg), tetrakis(triphenylphosphine)palladium (0) complex (86 mg) and barium hydroxide octahydrate (233 mg) were added and the mixture was heated and stirred at 80° C. for 3 hours under a nitrogen stream. Water was added to the reaction mixture, extraction was performed with ethyl acetate and the extract was washed with saturated aqueous sodium hydrogencarbonate and brine, in that order. After drying over anhydrous magnesium sulfate and filtration, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (90 mg) was obtained from the n-hexane:ethyl acetate (30:1) fraction as yellow crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07091215B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-9528c738ae574cb594267acce885900b |
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| Quellennotiz | uspto-grants-2006_08 |
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