2,2-Diphenylethylamine → 2-Chloro-N-(2,2-diphenylethyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Participants

Reaction Steps

A stirred solution of 2,6-dichloro-9-tetrahydro-2H-pyran-2-yl-9H-purine (preparation 5) (30.9 g, 0.11 mol) in isopropyl alcohol (600 ml) was treated with N-ethyl-N-isopropyl-2-propanamine (47.5 ml, 0.27 mol) and 2,2-diphenylethylamine (24.8 g, 0.13 mol) and the resulting mixture heated at reflux for 3 hr. The solvent was removed under reduced pressure, the residue dissolved in ethyl acetate and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica gel eluting with a gradient system of ethyl acetate:hexane (40:60) gradually changing to ethyl acetate:hexane (60:40) to afford the title compound as a foam (49.7 g).

Provenance & Evidence