2916 0 224 g 1 44 mmol 1 2 eq was added to a solution of 43 0 375 g 1 2 mmol in ethanol 1 5 ml and the reaction mixture was heated under reflux for 10 min then allowed to cool the solution was concentrated to dryness chromatography chloroform ethyl acetate methanol 5 2 1 gave the imidazole 45 as a light brown gum 0 155 g 31 a solution of 45 77 mg 0 183 mmol in dry meoh 1 ml was treated with 5 m aq hcl 36 5 ml 0 183 mmol the solvent was removed to leave the hydrochloride salt as a brown gum dmf 1 5 ml was added followed by triethyl orthoformate 0 304 ml 1 83 mmol 10 eq and the reaction mixture was heated at 120 u00b0 c for 30 min after cooling the solvent was removed in vacuo the residue was purified by column chromatography on silica gel chloroform ethyl acetate methanol 5 2 0 5 to afford the hypoxanthine 46 49 mg 62 as a gum palladium hydroxide on carbon 20 mg 20 pd was added to a solution of 46 41 mg 0 095 mmol in ethanol 3 ml and 25 aqueous ammonia 1 ml the reaction mixture was stirred under hydrogen at ambient temperature and pressure for 3 h then the catalyst was filtered off and.