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Novos derivados do sistema heterocíclico 1H-pirazolo[3,4-b]piridina: síntese e assinalamentos de hidrogênios e carbonos por RMN 1D e 2D

Author(s): Mello Heloisa de | Silva Edson Fernandes da | Echevarria Aurea | Carvalho Mário Geraldo de | Bernardino Alice Maria Rolim

Journal: Química Nova
ISSN 0100-4042

Volume: 22;
Issue: 1;
Start page: 26;
Date: 1999;
Original page

Keywords: 1H-pyrazolo[3 | 4-b]pyridine | 1D and 2D NMR | heterocyclic compounds

The synthesis and NMR analysis of seven new 4-(aryl)amino-5-carboethoxy-1,3-dimethyl-1H-pyrazolo[3,4- b]pyridines (7-13) are described. The synthetic approach used involved the preparation of intermediates 5-aminopyrazol (4), the enamine derivative (5) and the 4-chloro-1H-pyrazolo[3,4-b]pyridine (6). Compounds (7-13) were obtained by treatment of 6 with the desired aniline. The structures of new heterocyclic compounds and their precursors intermediates were assigned on the basis of spectral analysis including 1D and 2D NMR experiments [¹H; 13C{¹H} and DEPT; ¹H x ¹H - COSY; ¹H x13C - COSY, nJ CH, n = 1, 2 or 3 (HETECOR and COLOC)].
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