Abstract: | 6‐5‐(4‐Amidinophenyl)furan‐2‐yl]nicotinamidine‐d4 ( 5 ) was synthesized from 6‐5‐(4‐cyanophenyl)furan‐2‐yl]nicotinonitrile‐d4 ( 3 ), through the bis‐O‐acetoxy‐amidoxime followed by hydrogenation. Compound 3 was prepared from 6‐(furan‐2‐yl)‐nicotinonitrile by a Heck coupling reaction with 4‐bromobenzonitrile‐d4, a product of selective cyanation reaction of 1,4‐dibromobenzene‐d4 with Cu(1)CN. Deuterium‐labelled N‐methoxy‐6‐{5‐4‐(N‐methoxy‐amidinophenyl]‐furan‐2‐yl}‐nicotinamidines were prepared via methylation of their respective amidoximes with dimethyl sulfate‐d6 in aqueous sodium hydroxide in good yields. Copyright © 2004 John Wiley & Sons, Ltd. |