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

โœ Scribed by Mohamed A. Ismail; David W. Boykin

Publisher
John Wiley and Sons
Year
2004
Tongue
French
Weight
136 KB
Volume
47
Category
Article
ISSN
0022-2135

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โœฆ Synopsis

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(1)CN. Deuteriumlabelled 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.

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