반응 #86155

반응 방정식

2-bromo-6-fluoropyridine

tert-butyl 6-methylpiperidin-3-ylcarbamate

→

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

수율 39.0%

용매

methyl sulfoxide

반응 조건

후처리

1. 1
   기타18 h
2. 2
   기타The reaction was quenched with water
3. 3
   추출then extracted with EtOAc
4. 4
   건조The organic layers was dried with sodium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated in vacuum
7. 7
   기타The crude product was purified by flash chromatography (EtOAc/Heptane eluted at 30% EtOAc)

실험 절차

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

출처