Реакция #305641

Уравнение реакции

NaHSO3

iodine

N-methoxy-N-methyl-1H-indazole-3-carboxamide

bis(trifluoroacetoxy)iodobenzene

→

5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide

Выход 72.0%

Растворители

CH2Cl2

CH2Cl2

Условия реакции

Обработка

1. 1
   Другоеto precipitate
2. 2
   Фильтрацияwhich was then filtered
3. 3
   КонцентрированиеThe filtrate was concentrated
4. 4
   Другоеtriturated with a small amount of CH2Cl2
5. 5
   ДругоеThe combined solids were dried

Методика

To a solution of N-methoxy-N-methyl-1H-indazole-3-carboxamide (12.4 g, 60.42 mmol) in CH2Cl2 (200 mL) was added bis(trifluoroacetoxy)iodobenzene (28.78 g, 66.74 mmol), followed by dropwise addition of iodine (9.22 g, 36.33 mmol) in CH2Cl2 at rt. The reaction was stirred overnight, after which 300 mL saturated NaHSO3 was added and a solid began to precipitate, which was then filtered. The filtrate was concentrated and triturated with a small amount of CH2Cl2. The combined solids were dried to give 5-iodo-N-methoxy-N-methyl-1H-indazole-3-carboxamide (14.4 g, 72%) as a yellow solid.

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