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β-(5-Pyrimidinyl)ethanolamines
Authors:Thomas J. Schwan  Nelson J. Miles  James L. Butterfield
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.
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