Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5265106 | Tetrahedron Letters | 2013 | 9 Pages |
Abstract
In this Letter, we described the synthesis of new 5-(5-amino-1-aryl-1H-pyrazole-4-yl)-1H-tetrazoles 2a-c from 5-amino-1-aryl-1H-pyrazole-4-carbonitriles 1a-c as well as the unexpected 1H-pyrazolo[3,4-d]pyrimidine derivatives 6a-c from 5-amino-1-aryl-3-methyl-1H-pyrazole-4-carbonitriles 4a-c, instead of 5-(5-amino-1-aryl-3-methyl-1H-pyrazole-4-yl)-1H-tetrazoles 5a-c as desired. In an attempt to obtain these tetrazole derivatives containing the methyl group at C3-position in the pyrazole ring, the amino group in 5-amino-1-(4-methoxyphenyl)-3-methyl-1H-pyrazole-4-carbonitrile 4c was protected by the reaction with sodium hydride and di-tert-butyl-dicarbonate (Boc). The tetrazole derivative 5c was synthesized from the protected compound 7c using analogue methodology to obtain 2a-c and 6a-c.
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Jéssica Venância Faria, MaurÃcio Silva dos Santos, Percilene Fazolin Vegi, Julio Cesar Borges, Alice M.R. Bernardino,