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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1865208Erstellt: 26. Oktober 2026

Acetaldehyde → 6-((6,7-bis(methoxy)-4-quinolinyl)oxy)-N-ethyl-1-methyl-1H-indazol-3-amine

https://huagongshe.com/reaction/1865208

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetaldehydeHCID 177—
Edukt6-((6,7-bis(methyloxy)-4-quinolinyl)oxy)-1-methyl-1H-indazol-3-amineHCID 44562290—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-((6,7-bis(methoxy)-4-quinolinyl)oxy)-N-ethyl-1-methyl-1H-indazol-3-amineHCID 44562291—

Reaktionsschritte

To a stirred solution of 6-((6,7-bis(methyloxy)-4-quinolinyl)oxy)-1-methyl-1H-indazol-3-amine (Example 120, 140 mg, 0.40 mmol) in dry DCM (Aldrich, 4.0 mL) at RT were added acetaldehyde (Aldrich, 21.1 mg, 0.48 mmol) followed by NaHB(OAc)3 (Aldrich, 102 mg, 0.48 mmol). After being stirred for 4 h at RT, the reaction was quenched by addition of water. The aqueous layer was extracted with DCM. The organic layer was dried with MgSO4, filtered and concentrated in vacuo. Purification by silica gel chromatography (DCM/acetone: 100/0 to 60/40) afforded the title compound. MS (ESI, pos. ion) m/z: 379.3 (M+1). Mass Calc'd for C21H22N4O3: 378.43.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07626030B2
Quelldatensatzuspto-grants-2009_12
ORD IDord-3bfd345eb81840b485ef73f474b63ded
Quellennotizuspto-grants-2009_12