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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7490Erstellt: 26. Oktober 2026

Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline hydrochloride

https://huagongshe.com/reaction/7490

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktIsopropanolHCID 3776—
Edukt5-Amino-4-fluoro-2-methylphenolHCID 10154098—
Edukt4-Chloro-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnolineHCID 21991019—
LösungsmittelDimethylformamideHCID 6228—
Lösungsmittel2-PentanolHCID 22386—
Produkt4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline hydrochlorideHCID 2199102479,5%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A suspension of 4-chloro-6-methoxy-7-[( 1-methylimidazol-2-yl)methoxy]cinnoline (109 mg, 0.35 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (70 mg, 0.5 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (3 ml), DMF (0.5 ml) and a 5M solution of hydrogen chloride in isopropanol (74 μl, 0.35 mmol) was heated at reflux for 3 hours. The solution was then cooled to 0° C. and the resulting solid filtered off and washed with ether to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline hydrochloride as a yellow solid (124 mg, 73%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087602B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-1ef1353ef9b0448aa2e55a73c9130f30
Quellennotizuspto-grants-2006_08