Réaction #7574

Équation de réaction

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

Solvants

2-pentanol

Conditions de réaction

Traitement

1. 1
   Autre(prepared
2. 2
   Températurewas heated
3. 3
   Températureat reflux for 7.5 hours
4. 4
   TempératureAfter cooling
5. 5
   Filtrationthe solid was filtered off
6. 6
   Lavagewashed with isopropanol and ether
7. 7
   Autredried under vacuum

Mode opératoire

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%).

Source