1H-Purine-2,6-dione, 3,7-dihydro-1,3-dipropyl-8-(3-thienyl)- → HCID 14154542, compound

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Reaction Steps

The 1,3-dipropyl-8-(3-tetrahydrothienyl)xanthine is prepared as follows: To 1.1 g 1,3-dipropyl-8-(3-thienyl)xanthine in 50 ml THF is added 0.2 g 10% Pd/Al2O3, and the mixture reduced under a hydrogen atmosphere of 1000 lbs at 200° C. overnight. The reaction mixture is filtered, and the filtrate concentrated to give 0.55 g tan powder. Recrystallization from MeOH/CH2Cl2 gives 0.12 g crystals which are identical to starting material. The filtrate is concentrated and chromatographed (20% EtOAc 80% CH2Cl2 on SiO2), to give 0.14 g product. This is determined to be a 1:2 mixture of the 1,3-dipropyl-8-(3-tetrahydrothienyl)xanthine and 1,3-dipropyl-8-(2-butyl)xanthine, mp 139°-145° C.

Provenance & Evidence