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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylacetamideHCID 31374—
Edukt4-[(1-Methyl-1H-pyrazol-3-yl)amino]quinazolin-6-olHCID 23160382—
EduktPotassium tert-butoxideHCID 23665647—
Edukt5-(2,2-Diethoxyethoxy)-2-fluoropyridineHCID 68429706—
LösungsmittelWaterHCID 962—
Produkt6-{[5-(2,2-diethoxyethoxy)pyridin-2-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amineHCID 6842977565%

Reaktionsbedingungen

Temperatur170 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846700B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-c6d2e65ddbf94c72b551a36e2c02a94f
Quellennotizuspto-grants-2014_09