Реакция #7586

Уравнение реакции

hydrogen chloride

isopropanol

4-chloro-6-methoxy-7-[( 1-methylimidazol-2-yl)methoxy]cinnoline

2-fluoro-5-hydroxy-4-methylaniline

→

4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline hydrochloride

Выход 79.5%

Растворители

2-pentanol

DMF

Условия реакции

Обработка

1. 1
   Другое(prepared
2. 2
   Температураat reflux for 3 hours
3. 3
   Фильтрацияthe resulting solid filtered off
4. 4
   Промывкаwashed with ether

Методика

A suspension of 4-chloro-6-methoxy-7-[( 1-methylimidazol-2-yl)methoxy]cinnoline (109 mg, 0.35 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (70 mg, 0.5 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (3 ml), DMF (0.5 ml) and a 5M solution of hydrogen chloride in isopropanol (74 μl, 0.35 mmol) was heated at reflux for 3 hours. The solution was then cooled to 0° C. and the resulting solid filtered off and washed with ether to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(1-methylimidazol-2-yl)methoxy]cinnoline hydrochloride as a yellow solid (124 mg, 73%).

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