Tetrahedron

Selective synthesis of pyrazolo [3, 4-d] pyrimidine, N-(1H-pyrazol-5-yl) formamide, or N-(1H-pyrazol-5-yl) formamidine derivatives from N-1-substituted-5- …

CH Chang, HJ Tsai, YY Huang, HY Lin, LY Wang…

Index: Chang, Chun-Hsi; Tsai, Henry J.; Huang, Yu-Ying; Lin, Hui-Yi; Wang, Li-Ya; Wu, Tian-Shung; Wong, Fung Fuh Tetrahedron, 2013 , vol. 69, # 4 p. 1378 - 1386

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Citation Number: 17

Abstract

Various halomethyleniminium salts as novel Vilsmeier agents were synthesized from formamide or N-methylformamide with POCl3. Treatment of N-1-substituted-aminopyrazoles including N-1-phenyl-5-aminopyrazoles, N-1-(2-pyridinyl)-5-aminopyrazoles, and N-1-(2- quinolinyl)-5-aminopyrazoles with these agents gave the corresponding pyrazolo [3, 4-d] pyrimidine, N-(1H-pyrazol-5-yl) formamide, or N-(1H-pyrazol-5-yl) formamidine. The ...