HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81625Erstellt: 24. Oktober 2026
Dimethylacetamide → 6-{[5-(2,2-diethoxyethoxy)pyridin-2-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amine
https://huagongshe.com/de/reaction/81625
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylacetamide | HCID 31374 | — |
| Edukt | 4-[(1-Methyl-1H-pyrazol-3-yl)amino]quinazolin-6-ol | HCID 23160382 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 5-(2,2-Diethoxyethoxy)-2-fluoropyridine | HCID 68429706 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 6-{[5-(2,2-diethoxyethoxy)pyridin-2-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amine | HCID 68429775 | 65% |
Reaktionsschritte
5-(2,2-diethoxyethoxy)-2-fluoropyridine (502 mg, 2.19 mmol) and potassium tert-butoxide (279 mg, 2.49 mmol) were added to an N,N-dimethylacetamide solution (1 ml) of 4-[(1-methyl-1H-pyrazol-3-yl)amino]quinazolin-6-ol (240 mg, 1.00 mmol), and stirred at 170° C. for 15 hours under a nitrogen atmosphere in a sealed tube. The reaction solution was cooled to room temperature, then water was added, and extracted with chloroform. The organic layer was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Biotage, chloroform:methanol=100:3) to obtain 6-{[5-(2,2-diethoxyethoxy)pyridin-2-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amine (292 mg, yield: 65%) as a brown oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08846700B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-c6d2e65ddbf94c72b551a36e2c02a94f |
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| Quellennotiz | uspto-grants-2014_09 |
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