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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1865207Erstellt: 26. Oktober 2026

Water → 6-((6,7-bis(methyloxy)-4-quinolinyl)oxy)-1-methyl-1H-indazol-3-amine

https://huagongshe.com/reaction/1865207

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
Edukt4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Edukt3-amino-1-methyl-1H-indazol-6-olHCID 135742460—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt6-((6,7-bis(methyloxy)-4-quinolinyl)oxy)-1-methyl-1H-indazol-3-amineHCID 44562290—

Reaktionsschritte

4-Chloro-6,7-dimethoxyquinoline (2.60 g, 11.7 mmol), 3-amino-1-methyl-1H-indazol-6-ol (Step a, 2.72 g, 16.7 mmol) and cesium carbonate (Aldrich, 16.3 g, 50.1 mmol) in DMSO (16.7 mL, Aldrich) were stirred at 100° C. for 16 h. After cooling to RT, water was added. The aqueous layer was extracted with DCM. The organic phase was washed with water, dried with MgSO4, filtered and concentrated in vacuo. Purification by silica gel chromatography using 0-100% of a 90:10:1 (CH2Cl2:MeOH:NH4OH) solution as the eluant afforded the title compound as a white solid. MS (ESI, pos. ion) m/z: 351.1 (M+1). Mass Calc'd for C19H18N4O3: 350.38.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07626030B2
Quelldatensatzuspto-grants-2009_12
ORD IDord-28fd85ff5c9647d7a7a4b5d644a47efc
Quellennotizuspto-grants-2009_12