Isopropanol → N(6)-(2-(4-Chlorophenyl)bicyclo(2.2.2.)-octyl)(3)-adenosine

Participants

Reaction Steps

A mixture of 28.6 g of 6-chloro-9(β-D-ribofuranosyl)-purine, 23.6 g of 2-amino-3-p-chlorophenylbicyclo[2,2,2]octane, 450 ml of dimethylformamide, 450 ml of isopropanol and 50 ml of triethylamine is left to stand at 20° for 4 days. The mixture is evaporated, the residue is dissolved in chloroform, the chloroform solution is washed with 1% aqueous acetic acid and evaporated again and the residue is triturated with ether to give N6 -[2-(4-chlorophenyl)-bicyclo[2,2,2]oct-3-yl]-adenosine (Ia). M.p.: 145° (decomposition). Rf: 0.41 (silica gel; CH2Cl2 :CH3OH 9:1).

Provenance & Evidence