Reaktion #86155

Reaktionsgleichung

2-bromo-6-fluoropyridine

tert-butyl 6-methylpiperidin-3-ylcarbamate

→

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

Ausbeute 39.0%

Lösungsmittel

methyl sulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstige18 h
2. 2
   SonstigeThe reaction was quenched with water
3. 3
   Extraktionthen extracted with EtOAc
4. 4
   TrocknenThe organic layers was dried with sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuum
7. 7
   SonstigeThe crude product was purified by flash chromatography (EtOAc/Heptane eluted at 30% EtOAc)

Vorschrift

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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