Reacción #10533

Ecuación de reacción

Oxone

N-(2,2-diphenylethyl)-2-(methylsulfanyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

sodium hydrogencarbonate

→

title compound

Rendimiento 75.7%

N-(2,2-Diphenylethyl)-2-(methylsulfonyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Rendimiento 75.7%

Disolventes

water

acetone

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered
2. 2
   Lavadothe residue washed with acetone
3. 3
   OtroThe acetone was removed from the filtrate under reduced pressure
4. 4
   Extracciónthe resulting aqueous residue extracted with ethyl acetate
5. 5
   LavadoThe combined organic layers were washed with brine
6. 6
   Secadodried with anhydrous magnesium sulphate
7. 7
   Filtraciónfiltered
8. 8
   Otrothe solvent removed under reduced pressure
9. 9
   OtroThe residue was triturated with diethyl ether
10. 10
    Filtraciónfiltered
11. 11
    Lavadowashed with diethyl ether and pentane
12. 12
    Otrodried

Procedimiento

A solution of Oxone (trade mark) (potassium peroxymonosulphate) (44 g, 71.7 mmol) in water (200 ml) was added dropwise over 2 hours to a solution of N-(2,2-diphenylethyl)-2-(methylsulfanyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (Preparation 3) (25 g, 56.2 mmol) and sodium hydrogencarbonate (20 g, 238 mmol) in acetone (1000 ml) and water (250 ml). The resultant mixture was stirred at room temperature for 24 hours, filtered and the residue washed with acetone. The acetone was removed from the filtrate under reduced pressure and the resulting aqueous residue extracted with ethyl acetate and then dichloromethane. The combined organic layers were washed with brine, dried with anhydrous magnesium sulphate, filtered and the solvent removed under reduced pressure. The residue was triturated with diethyl ether, filtered, washed with diethyl ether and pentane and then dried to afford the title compound as a white solid (20.32 g).

Fuente