HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 347832Erstellt: 26. Oktober 2026
Ethyl Acetate → 7-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine
https://huagongshe.com/reaction/347832
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 | 2,6-Dimethoxy-4-methoxymethylphenylboric acid | HCID 23080945 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 7-[2,6-Dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-3-nitropyrazolo[1,5-a]pyridine | HCID 21084109 | 56% |
Reaktionsschritte
To a solution of 7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (1.0 g) dissolved in a mixture of 1,2-dimethoxyethane (50 mL) and water (25 mL) was added 2,6-dimethoxy-4-(methoxymethyl)phenylboric acid (1.26 g), tetrakis(triphenylphosphine)palladium(0) (0.64 g) and barium hydroxide octahydrate (1.75 g), and the reaction mixture was heated and stirred for 2 hours at 80° C. To the resultant reaction mixture was added water and ethyl acetate, and remove insoluble residue was filtered out with celite. The filtrate was extracted with ethyl acetate, the organic extract was washed with brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography and the title compound (0.77 g) was obtained as yellow crystals from the n-hexane:ethyl acetate (3:1) fraction.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07176216B2 |
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| Quelldatensatz | uspto-grants-2007_02 |
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| ORD ID | ord-165db9f6cc6a4469ad9e6eb4c7ef7aeb |
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| Quellennotiz | uspto-grants-2007_02 |
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