β‐(5‐Pyrimidinyl)ethanolamines

Abstract 2,4‐Diphenyl‐5‐pyrimidinyl methyl ketone (8) and 2‐phenyl‐4‐methyl‐5‐pyrimidinyl phenyl ketone (12) were prepared by condensation of benzamidine with 2‐ethoxymethyl‐1‐phenyl‐1,3‐butanedione (10). Their structures were elucidated by the nmr spectra of their derivative alcohols 13 and 14, respectively. The ketone 8 was converted by way of the bromoketone 15 to 2‐[1‐methylethylamino]‐1‐[2,4‐diphenyl‐5‐pyrimidinyl]ethanol hydrochloride (17) and 2‐amino‐1‐[2,4‐diphenyl‐5‐pyrimidinyl]ethanol hydrochloride (20). Pharmacologic testing indicated that 17 and 20 did not possess either antihypertensive or beta adrenergic blocking activities.