Synthesis of N-aryl uracils and hypoxanthines and their biological properties

Article abstract of DOI:10.1080/15257779908041534

1-Benzyluracils 2a,b were treated with iodobenzene in the presence of cuprous oxide in 2,4,6-trimethylpyridine at 180°C to give the N¹-phenyl derivatives 3a and 3b in 47% and 55%, respectively. Similar reaction of 2a with 2-bromopyridine at 120°C gave the 3-(2-pyridinyl)uracil 4a in 42% yield. However, unusual product 5 as well as 3-(2-pyridinyl) derivative 4b were obtained in the case of 2b. The structure of 5 was identified as 1- (2,6-difluorobenzyl)-3-[(2,4-dimethyl-2-pyridinyl)methyl]uracil from spectroscopic data. Reaction of the hypoxanthines 7a, b with 2-bromopyridine gave the 1-(2-pyridinyl)hypoxanthines 8a, b in low yields. But N-phenylation of 7a,b were unsuccessful.

Full text of DOI:10.1080/15257779908041534

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Nucleosides and Nucleotides
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Synthesis of N-Aryl Uracils and
Hypoxanthines and Their Biological
Properties
Tokumi Maruyama a , Shigetada Kozai a & Mayuko Uchida a
a Faculty of Pharmaceutical Sciences , Tokushima Bunri University ,
Yamashiro-cho, Tokushima, 770-8514, Japan
Published online: 04 Oct 2006.
To cite this article: Tokumi Maruyama , Shigetada Kozai & Mayuko Uchida (1999) Synthesis of N-
Aryl Uracils and Hypoxanthines and Their Biological Properties, Nucleosides and Nucleotides, 18:4-5,
661-671, DOI: 10.1080/15257779908041534
To link to this article: http://dx.doi.org/10.1080/15257779908041534
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