Journal
TETRAHEDRON
Volume 57, Issue 10, Pages 2051-2055Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00024-2
Keywords
4H-pyran-4-ones; 4-aminopyridines; 1H-pyrazolo[4,3-c]pyridines; Smiles rearrangement
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5-Alkyl-4-amino-2-(trifluoromethyl)pyridines were prepared in good yields starting from the corresponding pyridinols either using condensation with tosyl isocyanate or by alkylation with 2-chloroacetamide and subsequent Smiles type rearrangement. The cyclisation of diazonium salts, generated from 5-alkyl-4-amino-2-(trifluoromethyl)pyridines afforded trifluoromethylated 1H-pyrazolo[4,3-c] pyri dines. (C) 2001 Elsevier Science Ltd. All rights reserved.
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