Reaktion #2328996

Reaktionsgleichung

tert-Butyl [5-(6-methoxy-1,3-benzoxazol-2-yl)pyridin-2-yl]carbamate

sodium hydride

sodium hydride

1-bromo-2-fluoroethane

1-bromo-2-fluoroethane

→

tert-butyl (2-fluoroethyl)[5-(6-methoxy-1,3-benzoxazol-2-yl)pyridin-2-yl]carbamate

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONredissolved in EtOAc
3. 3
   workup.ADDITIONWater was added
4. 4
   Sonstigethe layers separated
5. 5
   ExtraktionThe aqueous layer was extracted with EtOAc (2×)
6. 6
   Trocknendried (Na2SO4)
7. 7
   Sonstigeevaporated
8. 8
   Sonstigeto give 253 mg as brown oil
9. 9
   SonstigeThe crude product was taken to the next step without further purification

Vorschrift

tert-Butyl [5-(6-methoxy-1,3-benzoxazol-2-yl)pyridin-2-yl]carbamate (0.65 mmol) and sodium hydride (0.78 mmol) were dissolved in dry DMF (20 mL) at 0° C. After 5 min 1-bromo-2-fluoroethane (0.72 mmol) was added and the reaction was allowed to warm to r.t. After 2 h additional sodium hydride and 1-bromo-2-fluoroethane was added and the reaction mixture was stirred over night. The solvent was removed under reduced pressure and redissolved in EtOAc. Water was added and the layers separated. The aqueous layer was extracted with EtOAc (2×), dried (Na2SO4) and evaporated to give 253 mg as brown oil. The crude product was taken to the next step without further purification. MS m/z 388 (M+H).

Quelle