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A direct approach to a 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine library. 2014
Nadezhda V Palysaeva, and
Katerina P Kumpan, and
Marina I Struchkova, and
Igor L Dalinger, and
Aleksandr V Kormanov, and
Nataly S Aleksandrova, and
Victor M Chernyshev, and
Dmitrii F Pyreu, and
Kyrill Yu Suponitsky, and
Aleksei B Sheremetev
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , Moscow 119991, RussianFederation.
The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields.
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