Реакция #86155

Уравнение реакции

2-bromo-6-fluoropyridine

tert-butyl 6-methylpiperidin-3-ylcarbamate

→

tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate

Выход 39.0%

Растворители

methyl sulfoxide

Условия реакции

Обработка

1. 1
   Другое18 h
2. 2
   ДругоеThe reaction was quenched with water
3. 3
   Экстракцияthen extracted with EtOAc
4. 4
   СушкаThe organic layers was dried with sodium sulfate
5. 5
   Фильтрацияfiltered
6. 6
   Концентрированиеconcentrated in vacuum
7. 7
   ДругоеThe crude product was purified by flash chromatography (EtOAc/Heptane eluted at 30% EtOAc)

Методика

A solution containing 2-bromo-6-fluoropyridine (0.95 mL, 6.65 mmol and tert-butyl 6-methylpiperidin-3-ylcarbamate (750 mg, 3.32 mmol) in methyl sulfoxide 5.0 ml was heated 95° C. 18 h. The reaction was quenched with water then extracted with EtOAc. The organic layers was dried with sodium sulfate, filtered, and concentrated in vacuum. The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 30% EtOAc) to give tert-butyl N-[1-(6-bromo-2-pyridyl)-6-methyl-3-piperidyl]carbamate (480 mg) in 39% yield. MS (ESI) m/z: 371.2

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