Ammonia → HCID 178490822, compound

Participants

Reaction Conditions

Reaction Steps

3-(3-Benzyloxy-4-methoxy-benzyl)-8-isopropyl-hypoxanthine (Example 6C) (4.04 g, 10 mmole) and phosphorus oxychloride (40 ml) were heated to 70° C. for 35 minutes. The reaction mixture was evaporated to dryness in vacuo and, after the addition of toluene, evaporation repeated twice. The crude chloropurine was dissolved in THF (40 ml) and added slowly with cooling to 32% aqueous ammonia (12 ml, 200 mmole) in a 450 ml pressure reactor. After the addition of liquid ammonia (50 g) at −30° C. the mixture was heated to 60° C. (340 psi) for 3 hours. The solid was filtered off and the solution evaporated to dryness in vacuo. The residue was suspended in water (100 ml) and the mixture filtered to give the crude product (4.09 g) as a crystalline solid. This was dissolved in methanol (60 ml), treated with 1M methanolic HCl solution (10 ml), evaporated to dryness in vacuo, suspended in acetone and filtered to give 6-amino-3-(3-benzyloxy-4-methoxy-benzyl)-8-isopropyl-3H-purine hydrochloride (4.04 g, 91.8%), as a crystalline solid mp 200° C., (sublimation)/240-243° C.

Provenance & Evidence