5-Amino-2-chloro-4-fluorophenol → 2-Chloro-4-fluoro-5-{[6-methoxy-7-(2-methoxyethoxy)cinnolin-4-yl]amino}phenol

HRID 1057329

Reaktionsgleichung

Reaktionsgleichung von HRID 1057329
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[N:4][CH:3]=1.[Cl:19][C:20]1[C:26]([OH:27])=[CH:25][C:23]([NH2:24])=[C:22]([F:28])[CH:21]=1>CN(C=O)C>[Cl:19][C:20]1[C:26]([OH:27])=[CH:25][C:23]([NH:24][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH2:15][CH2:16][O:17][CH3:18])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[N:4][CH:3]=2)=[C:22]([F:28])[CH:21]=1

Komponenten

4

Edukt 2

HCID 1586545-Amino-2-chloro-4-fluorophenolHCID 107070484-Chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline

Produkt 1

HCID 63264072-Chloro-4-fluoro-5-{[6-methoxy-7-(2-methoxyethoxy)cinnolin-4-yl]amino}phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A solution of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.1 g, 0.74 mmol), (prepared as described for the starting material in Example 2), and 4-chloro-2-fluoro-5-hydroxyaniline (432 mg, 0.82 mmol), (prepared as described in EP 061741 A2), in DMF (2.5 ml) was heated at 140° C. for 45 minutes. The work up procedure was as described in Example 6 and gave 4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (yellow solid, 157 mg, 49%).

Quellen und Nachweise

ORD-Eintrag
ord-b545655df5044e60b4e3cde1a79df9d6
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06514971B1

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