Реакция #166582

Уравнение реакции

4-Nitro-1H-indazole

N-bromosuccinimide

KOH

2-(chloromethyl)-6-methylpyridine hydrochloride

→

3-bromo-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole

Выход 80.3%

Растворители

DMF

Условия реакции

Обработка

1. 1
   workup.STIRRINGwas stirred for 18 hours
2. 2
   ДругоеThe product was precipitated from solution by addition of H2O (10 mL) to the reaction mixture
3. 3
   ДругоеThe solids were collected
4. 4
   Фильтрацияvacuum filtration
5. 5
   Промывкаwashed with H2O
6. 6
   Другоеdried under vacuum

Методика

4-Nitro-1H-indazole (1.0 g, 6.1 mmol) and N-bromosuccinimide (1.1 g, 6.4 mmol) were mixed with anhydrous DMF (10 mL) in a 20 mL vial. The reaction was stirred at ambient temperature for 5 minutes. KOH (1.1 g, 18.3 mmol) and 2-(chloromethyl)-6-methylpyridine hydrochloride (1.4 g, 7.6 mmol) were added to the vial and the reaction mixture was stirred for 18 hours. The product was precipitated from solution by addition of H2O (10 mL) to the reaction mixture. The solids were collected vacuum filtration, washed with H2O and dried under vacuum to afford 3-bromo-1-((6-methylpyridin-2-yl)methyl)-4-nitro-1H-indazole (1.7 g).

Источник