Synthesis of 3-tert-Butyl-4-hydroxy-1,4-dihydropyrazolo[5,1-c][1,2,4]triazines

被引：2

作者：

Mironovich, L. M. ^{[1
]}

Ivanov, S. M. ^{[2
,3
]}

Kolotyrkina, N. G. ^{[2
]}

机构：

[1] Southwest State Univ, Kursk 305040, Russia

[2] Russian Acad Sci, Zelinskii Inst Organ Chem, Moscow 119991, Russia

[3] Mendeleev Univ Chem Technol Russia, Moscow 125047, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 56卷 / 04期

关键词：

pyrazolo[5; 1-c][1; 2; 4]triazine; 1; 4-triazine; reduction; alkylation; acylation; solvolysis;

D O I：

10.1134/S1070428020040065

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new approaches have been proposed for the synthesis of 4-hydroxy-1,4-dihydropyrazolo[5,1-c]-[1,2,4]triazines via (1) borohydride reduction of 1-R-4-oxo-1,4-dihydro derivatives and (2) Vilsmeier formylation of 3-tert-butyl-8-methylpyrazolo[5,1-c][1,2,4]triazine. 3-tert-Butylpyrazolo[5,1-c][1,2,4]triazin-1(5)-ium cation has been generated for the first time by treatment of 7-amino-1-benzyl-3-tert-butyl-4-hydroxy-1,4-dihydropyrazolo[5,1-c][1,2,4]triazine-8-carbonitrile with trifluoroacetic acid in CDCl3. The hydrolysis of 4-alkoxy-1,4-dihydropyrazolo[5,1-c][1,2,4]triazines was monitored by H-1 and C-13 NMR spectroscopy. The structure of the synthesized compounds was confirmed by spectral and X-ray diffraction data.

引用

页码：596 / 603

页数：8

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