Reacción #2328996

Ecuación de reacción

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

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente