HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81644Erstellt: 24. Oktober 2026
Potassium tert-butoxide → 6-{[5-(2,2-diethoxyethoxy)pyridin-2-yl]oxy}-N-(5-methylpyrazin-2-yl)quinazoline-4-amine
https://huagongshe.com/de/reaction/81644
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 5-(2,2-Diethoxyethoxy)-2-fluoropyridine | HCID 68429706 | — |
| Edukt | 4-((5-Methylpyrazin-2-yl)amino)quinazolin-6-ol | HCID 135618222 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 6-{[5-(2,2-diethoxyethoxy)pyridin-2-yl]oxy}-N-(5-methylpyrazin-2-yl)quinazoline-4-amine | HCID 68429070 | 80,1% |
Reaktionsschritte
5-(2,2-Diethoxyethoxy)-2-fluoropyridine (680 mg, 3.0 mmol) and potassium tert-butoxide (670 mg, 5.9 mmol) were added to a dimethyl sulfoxide solution (10 ml) of 4-[(5-methylpyrazin-2-yl)amino]quinazolin-6-ol (500 mg, 1.97 mmol), and stirred under a nitrogen atmosphere at 130° C. for 24 hours. The reaction solution was cooled to room temperature, and extracted with a mixed solution of chloroform/methanol (9:1). The organic layer was washed with aqueous saturated ammonium chloride solution and saturated saline water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform:methanol=95:5) to obtain 6-{[5-(2,2-diethoxyethoxy)pyridin-2-yl]oxy}-N-(5-methylpyrazin-2-yl)quinazoline-4-amine (730 mg, yield: 80%) as a yellow solid.
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-a31ac465982541f791cd2e29ee0d6eb2 |
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| Quellennotiz | uspto-grants-2014_09 |
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