Reaktion #1612503

Reaktionsgleichung

tert-butyl 2-(6-(4-bromophenyl)pyridin-3-yl)propan-2-ylcarbamate

33-f

Tert-butyl 2-(6-(4-bromophenyl)pyridin-3-yl)propan-2-ylcarbamate

diethyl phosphonate

Et3N

→

tert-butyl 2-(6-(4-(diethoxyphosphoryl)phenyl)pyridin-3-yl)propan-2-ylcarbamate

Ausbeute 92.4%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was refluxed for 8 hours
2. 2
   SonstigeThe reaction solution was then evaporated
3. 3
   workup.ADDITIONdiluted with EtOAc
4. 4
   WaschenThe organic phase was washed with brine
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated
7. 7
   SonstigePurified by silica gel (DCM-DCM:MeOH=50:1)

Vorschrift

To a solution of tert-butyl 2-(6-(4-bromophenyl)pyridin-3-yl)propan-2-ylcarbamate, 33-f, (850 mg, 2.17 mmol) in toluene (15 ml) was added diethyl phosphonate (900 mg, 6.52 mmol) and Et3N (660 mg, 6.52 mmol) and PdCl2(dppf) (85 mg) under N2, and the reaction mixture was refluxed for 8 hours. The reaction solution was then evaporated and diluted with EtOAc. The organic phase was washed with brine, dried and concentrated. Purified by silica gel (DCM-DCM:MeOH=50:1) to give tert-butyl 2-(6-(4-(diethoxyphosphoryl)phenyl)pyridin-3-yl)propan-2-ylcarbamate (900 mg, 92.4%).

Quelle