Reacción #673306

Ecuación de reacción

triethylamine

7-cyano-1-heptyne

2-iodoadenosine

→

above-titled compound

Rendimiento 199.3%

2-(7-cyano-1-heptyne-1-yl)adenosine

Rendimiento 199.3%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   TemperaturaThe reaction mixture was cooled to room temperature
3. 3
   Otrothe solvent was removed under reduced pressure
4. 4
   OtroThe residue was purified
5. 5
   Otroby dry

Procedimiento

Under argon, to a solution of 2-iodoadenosine (200 mg, 0.51 mmol) and bis(triphenylphosphine)palladium dichloride (36 mg, 10 mol %) dissolved in N,N-dimethylformamide (5 mL), triethylamine (0.09 mL, 0.61 mmol, 1.2 eq.) and 7-cyano-1-heptyne (74 mg, 0.1 mmol, 1.2 eq.) were added, and, under ice-cooling conditions, cuprous iodide (10 mg, 5 mol %) was added thereto, followed by stirring at 60° C. for 24 hours. The reaction mixture was cooled to room temperature, and the solvent was removed under reduced pressure. The residue was purified by dry packed silica gel column chromatography (chloroform:methanol=10:1), to thereby yield the above-titled compound as a pale yellow powder (yield: 77 mg, percent yield: 39%).

Fuente