4-Toluenesulfonyl chloride → Toluene-4-sulfonic acid 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo(2.2.2]oct-1-yl ester

To a solution of 100 mg of 8-(4-Hydroxy-bicyclo[2.2.2]oct-1-yl)-1,3-dipropyl-3,7-dihydro-purin-2,6-dione (Example 13a) (0.28 mmol) in CH2Cl2 (10 ml) was added 40 μL of Et3N and the reaction mixture cooled in an ice bath. To this was added 100 mg of p-toluenesulfonyl chloride (0.52 mmol) and the reaction kept at 10° C. overnight. The reaction mixture was conc'd in vacuo and the residue taken up in EtOAc and washed 2× with dilute HCl (10 ml). The organic layer was dried over NaSO4 and conc'd. The residue was triturated in acetonitrile to afford 78 mg (54%) of pure white solid (MH+=515.10).

1. temperaturethe reaction mixture cooled in an ice bath
2. washwashed 2× with dilute HCl (10 ml)
3. dry with materialThe organic layer was dried over NaSO4 and conc'd
4. customThe residue was triturated in acetonitrile

ORD-Eintrag

ord-1b13000334b249c5bbbab70c8a43cdf0

Quelldatensatz

uspto-grants-2003_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06649600B1