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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 524075Erstellt: 24. Oktober 2026

Cerous carbonate → 2-Chloro-6-(3,5-dimethoxyphenyl)-7-methoxyquinazoline

https://huagongshe.com/de/reaction/524075

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCerous carbonateHCID 160516—
Edukt(3,5-Dimethoxyphenyl)boronic acidHCID 4374257—
Edukt6-Bromo-2-chloro-7-methoxyquinazolineHCID 59199276—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Chloro-6-(3,5-dimethoxyphenyl)-7-methoxyquinazolineHCID 8671359538%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

A mixture of 6-bromo-2-chloro-7-methoxyquinazoline (2.4 g, 8.82 mmol), 3,5-dimethoxyphenylboronic acid (1.6 g, 8.82 mmol), cerium carbonate (8.6 g, 26.46 mmol) and Pd(PPh3)2Cl2 (1.4 g, 2.1 mmol) in THF (10 mL), dioxane (10 mL) and water (2 mL) was degassed with nitrogen three times and stirred at 85° C. for 3 h. LCMS monitored the reaction was completed. The mixture was cooled to RT and extracted with dichloromethane (3×50 mL). The organic layers were separated, combined, washed with water and brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by silica gel chromatography (petroleum ether: ethyl acetate=1:4) to give the title compound (1.1 g, 38%) as a white solid. MS (ES+) C17H15ClN2O3 requires: 330, 332. found: 331, 333 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09340514B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-493b48ac62424dde8422c62e63ea89be
Quellennotizuspto-grants-2016_05