Reaktion #7574

Reaktionsgleichung

isopropanol

4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline

2-fluoro-5-hydroxy-4-methylaniline

→

4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline

Lösungsmittel

2-pentanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige(prepared
2. 2
   Temperaturwas heated
3. 3
   Temperaturat reflux for 7.5 hours
4. 4
   TemperaturAfter cooling
5. 5
   Filtrationthe solid was filtered off
6. 6
   Waschenwashed with isopropanol and ether
7. 7
   Sonstigedried under vacuum

Vorschrift

A suspension of 4-chloro-6-methoxy-7-(2-methoxyethoxy)cinnoline (0.2 g, 0.74 mmol), (prepared as described for the starting material in Example 2), and 2-fluoro-5-hydroxy-4-methylaniline (126 mg 0.89 mmol) in 2-pentanol (2.5 ml) was heated at reflux for 7.5 hours. After cooling, isopropanol was added and the solid was filtered off, washed with isopropanol and ether, and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)cinnoline as the hydrochloride salt (yellow solid 196 mg, 64%).

Quelle