4.4 Article

New compounds via Mannich reaction of cytosine, paraformaldehyde and cyclic secondary amines

Journal

TETRAHEDRON LETTERS
Volume 47, Issue 51, Pages 9045-9047

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.10.117

Keywords

Mannich reaction; cytosine; cyclic secondary amines; paraformaldehyde

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The Mannich reaction of cytosine, paraformaldehyde and cyclic secondary amines in the presence of acetic acid gives 5-(4'-morpholinyl)methylcytosine, 5-(1'-piperidinyl)methylcytosine, 5-(1-pyrrolidinyl)methylcytosine, 5-(4'-methyl-1'-piperidinyl)methylcytosine, 5-(3-methyl-1'-piperidinyl)methylcyto sine and 5-(2'-methyl-1'-piperidinyl)methylcytosine. These products are quite different from those obtained via cytosine aminomethylation previously described in the literature. (c) 2006 Elsevier Ltd. All rights reserved.

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