Réaction #2328996

Équation de réaction

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

Solvants

DMF

Conditions de réaction

Traitement

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

Mode opératoire

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).

Source