Synthetic studies towards isomeric pyrazolopyrimidines as potential ATP synthesis inhibitors of Mycobacterium tuberculosis. Structural correction of reported N-(6-(2-(dimethylamino)ethoxy)-5-fluoropyridin-3-yl)-2-(4-fluorophenyl)-5-(trifluoromethyl)pyrazolo[1,5-α]pyrimidin-7-amine

Lu G.-L. Sutherland H.S. Giddens A.C. Denny W.A. Palmer B.D. Franzblau S.G. Cooper C.B. Choi P.J.

Tetrahedron letters2022，Vol.907.DOI:10.1016/j.tetlet.2021.153611

来源：

NSTL
Elsevier

Synthetic studies towards isomeric pyrazolopyrimidines as potential ATP synthesis inhibitors of Mycobacterium tuberculosis. Structural correction of reported N-(6-(2-(dimethylamino)ethoxy)-5-fluoropyridin-3-yl)-2-(4-fluorophenyl)-5-(trifluoromethyl)pyrazolo[1,5-α]pyrimidin-7-amine

Lu G.-L. ¹Sutherland H.S. ¹Giddens A.C. ¹Denny W.A. ¹Palmer B.D. ¹Franzblau S.G. ²Cooper C.B. ³Choi P.J.¹

扫码查看

作者信息

1. Auckland Cancer Society Research Centre School of Medical Sciences University of Auckland
2. Institute for Tuberculosis Research College of Pharmacy University of Illinois at Chicago
3. Global Alliance for TB Drug Development
折叠

Abstract

? 2021 The Author(s)During our studies into preparing analogues of pyrazolopyrimidine as ATP synthesis inhibitors of Mycobacterium tuberculosis, a regiospecific condensation reaction between ethyl 4,4,4-trifluoroacetoacetate and 3-(4-fluorophenyl)-1H-pyrazol-5-amine was observed which was dependent on the specific reaction conditions employed. This work identifies optimized reaction conditions to access either the pyrazolo[3,4-β]pyridine or the pyrazolo[1,5-α]pyrimidine scaffold. This has led to the structural confirmation of the previously reported pyrazolopyrimidine 17b which was reported as pyrazolo[1,5-α]pyrimidine structure 2 which was corrected to pyrazolo[3,4-β]-pyrimidine 19.

Key words

Antimicrobial resistance/Pyrazolopyrimidines/Structure-activity relationships/Synthesis/Tuberculosis

引用本文复制引用

出版年

2022

Tetrahedron letters

CCR

ISSN：0040-4039

被引量3

参考文献量29

段落导航