Реакция #7574

Уравнение реакции

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

Растворители

2-pentanol

Условия реакции

Обработка

1. 1
   Другое(prepared
2. 2
   Температураwas heated
3. 3
   Температураat reflux for 7.5 hours
4. 4
   ТемператураAfter cooling
5. 5
   Фильтрацияthe solid was filtered off
6. 6
   Промывкаwashed with isopropanol and ether
7. 7
   Другоеdried under vacuum

Методика

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%).

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