Pirazolo[1,5-a]pirimidinas: síntese e bromação

• Ano de defesa: 2006
• Autor(a) principal: Scapin, Elisandra
• Orientador(a): Martins, Marcos Antonio Pinto
• Banca de defesa: Flores, Alex Fabiani Claro , Zanatta, Nilo
• Tipo de documento: Dissertação
• Tipo de acesso: Acesso aberto
• Idioma: por
• Instituição de defesa: Universidade Federal de Santa Maria
• Programa de Pós-Graduação: Programa de Pós-Graduação em Química
• Departamento: Química
• País: BR
• Palavras-chave em Português: Química; Química orgânica; Síntese orgânica; Bromação
• Área do conhecimento CNPq: CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
• Link de acesso: http://repositorio.ufsm.br/handle/1/10375

The synthesis of a series of 2-methyl-7-trichloromethylpyrazolo[1,5-a]pyrimidines from the cyclocondensation reaction of 3-amino-5-methylpyrazole with 1,1,1-trichloro-4- alkoxyalk-3-en-2-ones [CCl3C(O)CH=C(R1)OR where R1 = H, Me, Et, Pr, Bu, t-Bu e R = Me, Et] in good yields (69-98%) is reported. Also, was performed the synthesis of 2- methyl-7-arylpyrazolo[1,5-a]pyrimidines from de cyclocondensation reaction of 3-amino-5-methylpyrazole with β-dimethylaminovinyl ketones [R2C(O)CH=CHNMe2, where R= Ph, Ph-4-NO2, Ph-4-Me, Ph-4-Br, Ph-4-F, Ph-4-Cl, pyrid-2-yl, pyrrol-2-yil, tien-2-yl e fur- 2-yl] in good yields (65-98%). Finally, was performed of the bromation reaction of 2- methylpyrazolo[1,5-a]-pyrimidines from the reaction of these compounds with Nbromosuccinimide (yields: 70-98%). All compounds were obtained in satisfactory purity and were identified by 1H, 13C, HMQC and HMBC spectroscopy, CG-MS and X-ray diffraction.