Title of article :
Synthesis of trifluoromethyl-promoted functional pyrazolo[1,5-a]pyrimidine and pyrazolo[5,1-d][1,2,3,5]tetrazine-4(3H)-ones
Author/Authors :
Wu، نويسنده , , Yan-Chao and Chen، نويسنده , , Yongjun and Li، نويسنده , , Hui-Jing and Zou، نويسنده , , Xiao-Mao and Hu، نويسنده , , Fang-Zhong and Yang، نويسنده , , Hua-Zheng، نويسنده ,
Issue Information :
روزنامه با شماره پیاپی سال 2006
Abstract :
Ethyl 5-amino-3-trifluoromethyl-1H-pyrazole-4-carboxylate (1) was efficiently synthesized via the condensation of ethyl cyanoacetate and trifluoroacetic anhydride, followed by chloridization and the condensation with aqueous hydrazine. Its unique reactivity was exploited for the synthesis of trifluoromethylated pyrazolo[1,5-a]pyrimidine (5) and pyrazolo[5,1-d][1,2,3,5]tetrazine-4(3H)-ones (8a–j). Among them, 5 was firstly found to be a novel fluorescent molecule that might be exploited as an attractive fluorophore for possessing many binding sites, and its fluorescence intensity was obviously stronger than its methyl analogue. 8 were found to be a new chemical class of potential monocotyledonous Echinochloa crus-galli L. Beauv inhibitors, and were more active than their methyl analogues.
Keywords :
5-a]pyrimidine , 2 , 3 , 5]tetrazine-4(3H)-one , Inhibitor , fluorine , Pyrazole
Journal title :
Journal of Fluorine Chemistry
Journal title :
Journal of Fluorine Chemistry