Synthesis of 5-alkyl-4-amino-2-(trifluoromethyl)pyridines and their transformation into trifluoromethylated 1H-pyrazolo[4,3-c]pyridines

被引:23
作者
Tyvorskii, VI
Bobrov, DN
Kulinkovich, OG
Tehrani, KA
De Kimpe, N
机构
[1] Belarusian State Univ, Dept Organ Chem, Minsk 220050, BELARUS
[2] Univ Ghent, Fac Agr & Appl Biol Sci, Dept Organ Chem, B-9000 Ghent, Belgium
关键词
4H-pyran-4-ones; 4-aminopyridines; 1H-pyrazolo[4,3-c]pyridines; Smiles rearrangement;
D O I
10.1016/S0040-4020(01)00024-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:2051 / 2055
页数:5
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