Реакция #595383

Уравнение реакции

methyl 1H-indazole-6-carboxylate

iodine

potassium hydroxide

→

title compound

methyl 3-iodo-1H-indazole-6-carboxylate

Растворители

DMAC

Условия реакции

Обработка

1. 1
   workup.ADDITIONAfter addition
2. 2
   Другоеquenched with aq. Na2S2O3
3. 3
   Экстракцияextracted with EtOAc
4. 4
   КонцентрированиеThe combined organics were concentrated
5. 5
   ФильтрацияThe precipitate was collected by filtration

Методика

To a solution of methyl 1H-indazole-6-carboxylate D-2 (5.0 g, 28 mmol) in DMAC (50 mL) at 0° C. was added iodine (14.4 g, 56.7 mmol) and potassium hydroxide (6.3 g, 114 mmol) portionwise. After addition, the mixture was kept stirring for 1 h, then quenched with aq. Na2S2O3 and extracted with EtOAc. The combined organics were concentrated and trituated with hexane. The precipitate was collected by filtration to afford the title compound as a brown solid. LCMS (ESI) calc'd for C9H8IN2O2 [M+H]+: 302.9. found: 302.9.

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