Reacción #1097824

Ecuación de reacción

1-(5,7-diiodo-benzothiazol-2-yl)-3-ethyl-urea

2-tributylstannyl-pyrazine

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title compound

1-(5,7-Di-pyrazin-2-yl-benzothiazol-2-yl)-3-ethyl-urea

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was degassed for half an hour
2. 2
   OtroThe reaction mixture was again degassed for half an hour
3. 3
   OtroAfter the completion of the reaction (TLC monitoring), DMF
4. 4
   workup.DISTILLATIONwas distilled off
5. 5
   workup.ADDITIONadded water
6. 6
   Extracciónextracted with ethyl acetate (×3)
7. 7
   SecadoThe combined organic layer was dried over anhydrous Na2SO4
8. 8
   Otroevaporated to dryness under reduced pressure
9. 9
   OtroThe compound was purified by chromatography on silica (230-400 M)

Procedimiento

To a solution of 1-(5,7-diiodo-benzothiazol-2-yl)-3-ethyl-urea (0.50 g, 1.0 mmol) in DMF (5.0 mL) was added 2-tributylstannyl-pyrazine (0.78 g, 2.0 mmol) under nitrogen atmosphere at room temperature. The reaction mixture was degassed for half an hour followed by the addition of tetrakis(triphenylphosphine)palladium(0) (0.18 g, 0.10 mmol). The reaction mixture was again degassed for half an hour and then heated at 120° C. for 2 h under nitrogen atmosphere. After the completion of the reaction (TLC monitoring), DMF was distilled off, added water and extracted with ethyl acetate (×3). The combined organic layer was dried over anhydrous Na2SO4, and evaporated to dryness under reduced pressure. The compound was purified by chromatography on silica (230-400 M) using ethyl acetate/Methanol) (95:5) to provide the title compound as off white solid (0.025 g, 6.5%).

Fuente