Synthesis of deuterium-labelled 6-[5-(4-amidinophenyl)furan-2-yl]nicotinamidine and N-alkoxy-6-{5-[4-(Nalkoxyamidino)phenyl]-furan-2-yl}-nicotieamidines

摘要

6-[5-(4-Amidinophenyl)furan-2-yl]nicotinamidine-d_4 (5) was synthesized from 6-[5-(4-cyanophenyl)furan-2-yl]nicotinonitrile-d_4 (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-d_4, a product of selective cyanation reaction of 1,4-dibromobenzene-d_4 with Cu(l)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-d_6 in aqueous sodium hydroxide in good yields.