Réaction #7583

Équation de réaction

2-pentanol

4-chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride

2-fluoro-5-hydroxy-4-methylaniline

→

4-(2-fluoro-5-hydroxy-4-methylanilino)-methoxy-7-(3-pyrrolidinopropoxy)cinnoline

Conditions de réaction

Traitement

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

Mode opératoire

A solution of 4-chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride (158 mg, 0.4 mmol), (prepared as described for the starting material in Example 13), and 2-fluoro-5-hydroxy-4-methylaniline (67 mg, 0.48 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (5 ml) was heated at reflux for 1 hour. After cooling, the solid was filtered off, washed with isopropanol, ether and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-methoxy-7-(3-pyrrolidinopropoxy)cinnoline as the hydrochloride salt (yellow solid, 55 mg, 27%).

Source