Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 81628Erstellt: 25. Oktober 2026

Dimethylacetamide → 6-{[2-(2,2-diethoxyethoxy)pyrimidin-5-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amine

https://huagongshe.com/reaction/81628

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylacetamideHCID 31374—
Edukt4-[(1-Methyl-1H-pyrazol-3-yl)amino]quinazolin-6-olHCID 23160382—
EduktPotassium tert-butoxideHCID 23665647—
Edukt2-(2,2-Diethoxyethoxy)-5-fluoropyrimidineHCID 68427683—
LösungsmittelWaterHCID 962—
Produkt6-{[2-(2,2-diethoxyethoxy)pyrimidin-5-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amineHCID 6842885337,6%

Reaktionsbedingungen

Temperatur190 °C

Reaktionsschritte

2-(2,2-Diethoxyethoxy)-5-fluoropyrimidine (168 mg, 0.73 mmol) and potassium tert-butoxide (93 mg, 0.83 mmol) were added to an N,N-dimethylacetamide solution (1 ml) of 4-[(1-methyl-1H-pyrazol-3-yl)amino]quinazolin-6-ol (80 mg, 0.33 mmol), and stirred at 190° C. for 14 hours under a nitrogen atmosphere in a sealed tube. The reaction solution was cooled with ice, 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 (Moritex, acetone:hexane=1:2) to obtain 6-{[2-(2,2-diethoxyethoxy)pyrimidin-5-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amine (56 mg, yield: 37%) as a pale brown amorphous solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846700B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d1e59b377485443ca7fa41e9f0b25ca9
Quellennotizuspto-grants-2014_09