Hydrochloric Acid → N2-(4-(oxazol-5-yl)phenyl)-N4-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine

Participants

Reaction Conditions

Reaction Steps

Aniline (0.017 mL, 0.18 mmol) was added to tert-butyl 2-(4-(oxazol-5-yl)phenylamino)-4-(trifluoromethylsulfonyloxy)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (0.1 g, 0.18 mmol, Example 1b) in DMSO (4 mL). The solution was heated in a microwave reactor at 80° C. for 1 h. HCl (2M aq, 1.5 mL) was added and the reaction was stirred in an open vessel at 76° C. for 30 min. The reaction was allowed to cool and DMSO was added to the solution. The product was purified by preparative HPLC to give N2-(4-(oxazol-5-yl)phenyl)-N4-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (0.017 g, 24%).

Provenance & Evidence