2-Chloroadenosine → Methane

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloroadenosine (0.3 g) and 2-(2-aminoethyl)-5-bromothiophene (2.1 g) is stirred under nitrogen at 140° C. over 18 hours. It is concentrated to a small volume under high vacuum (0.1 mm Hg) at 50° C., and the residue is purified by flash chromatography through a silica gel column (25×200 mm) eluting with methylene chloride/ammonia-saturated methanol (9:1). Fractions containing the major product are combined and concentrated to dryness at reduced pressure. The residue is recrystallized from methanol-ether and then from acetonitrile with charcoal to afford 2-[2-(5-bromo-2-thienyl)ethylamino]-adenosine, m.p. 145°-152° dec.

Provenance & Evidence