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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1057337Erstellt: 25. Oktober 2026

5-Amino-2-chloro-4-fluorophenol → 4-(4-Chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline

https://huagongshe.com/reaction/1057337

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Amino-2-chloro-4-fluorophenolHCID 158654—
Edukt4-Chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochlorideHCID 21991039—
Lösungsmittel2-PentanolHCID 22386—
Produkt4-(4-Chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(3-pyrrolidinopropoxy)cinnolineHCID 21991033—

Reaktionsschritte

A solution of 4-chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride (0.1 g, 0.25 mmol) and 4-chloro-2-fluoro-5-hydroxyaniline (57 mg, 0.35 mmol), (prepared as described in EP 061741 A2), in 2-pentanol (5ml) was heated at 120° C. for 2.5 hours. The solid was filtered off, washed with isopropanol and then ether and dried under vacuum to give 4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline as the hydrochloride salt (yellow solid, 94 mg, 72%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06514971B1
Quelldatensatzuspto-grants-2003_02
ORD IDord-0aad0a295c9747558539ce15f854989a
Quellennotizuspto-grants-2003_02