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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1043804Erstellt: 26. Oktober 2026

Morpholine → N-(6-bromo-2-morpholinopyrimidin-4-yl)quinolin-3-amine

https://huagongshe.com/reaction/1043804

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
Edukt3-AminoquinolineHCID 11375—
EduktDiisopropylethylamineHCID 81531—
Edukt2,4,6-TribromopyrimidineHCID 258580—
LösungsmittelAcetonitrileHCID 6342—
ProduktN-(6-bromo-2-morpholinopyrimidin-4-yl)quinolin-3-amineHCID 59507540—

Reaktionsbedingungen

Temperatur45 °C

Reaktionsschritte

To a solution of 2,4,6-tribromopyrimidine (5.40 g, 17.2 mmol) in acetonitrile (60 mL) was added quinolin-3-amine, followed by DIEA (8.99 mL, 51.6 mmol). The reaction mixture was heated to 45° C. overnight. Morpholine (1.50 mL, 17.2 mmol) was then added, and the reaction mixture continued heating for 4 h. The reaction mixture was then cooled to room temperature, concentrated and dissolved in EtOAc (about 500 mL), the organic solution was washed with saturated NaHCO3 (3×), H2O (2×), brine (1×) and dried over Na2SO4. The solution was then evaporated in the presence of silica gel and purified by column chromatography (SiO2, 15-25% EtOAc/Hexanes) to yield N-(6-bromo-2-morpholinopyrimidin-4-yl)quinolin-3-amine. LC/MS (m/z): 386.1 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08563549B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-a424ee4c58394739ba3f92415541aba8
Quellennotizuspto-grants-2013_10