Реакция #69874

Уравнение реакции

2-methyl-4-(1H-pyrazol-1-yl)pyridine

N-bromo succinimide

benzoyl peroxide

→

title compound

Выход 45.0%

2-(bromomethyl)-4-(1H-pyrazol-1-yl)pyridine

Выход 45.0%

Растворители

CCl4

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for 16 h
3. 3
   Другоеprecipitated succinimide
4. 4
   Фильтрацияwas filtered
5. 5
   ДругоеThe filtrate was absorbed on silicagel and
6. 6
   Концентрированиеconcentrated under reduced pressure
7. 7
   ДругоеThe crude product was purified flash column chromatography (eluent: 5% ethyl acetate in hexane)

Методика

To a stirred solution of 2-methyl-4-(1H-pyrazol-1-yl)pyridine (300 mg, 1.9 mmol) in CCl4 (25 mL), N-bromo succinimide (304 mg, 1.71 mmol) and benzoyl peroxide (23 mg, 0.09 mmol) were added and heated to reflux for 16 h. The reaction mixture was cooled to rt and precipitated succinimide was filtered. The filtrate was absorbed on silicagel and concentrated under reduced pressure. The crude product was purified flash column chromatography (eluent: 5% ethyl acetate in hexane) to yield the title compound (100 mg, 45%). [TLC Rf=0.34 (ethyl acetate/hexane 30:70)].

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