1003944-32-8Relevant academic research and scientific papers
A one-pot diazotation-fluorodediazoniation reaction and fluorine gas for the production of fluoronaphthyridines
Abele, Stefan,Schmidt, Gunther,Fleming, Matthew J.,Steiner, Heinz
, p. 993 - 1001 (2014)
Several synthetic routes to 7-fluoro-2-methoxy-8-methyl-1,5-naphthyridine (1) are presented, and their suitability for scale-up is discussed. The way of introducing the fluorine atom is crucial. Early routes start from commercially available fluorinated building blocks or employ F+ reagents like SelectFluor and delivered up to 70 kg of 7-fluoro-2-methoxy-1,5-naphthyridine (18). To prepare for larger scales, the focus turned to the use of HF or elemental fluorine, both one of the cheapest sources of fluorine. The first method, a one-pot diazotation-fluorodediazoniation with 6-methoxy-1,5- naphthyridin-3-amine (9) in HF gave the fluorinated naphthyridine 18 in high yield and purity without isolation of the unstable diazonium salt, the latter being a severe drawback of the related Balz-Schiemann protocol. The second method relies on the use of fluorine gas for a surprisingly selective ortho-fluorination of 6-methoxy-1,5-naphthyridin-4-ol (10).
BRIDGED COMPOUNDS FOR THE TREATMENT OF BACTERIAL INFECTIONS
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, (2016/08/23)
Novel bridged compounds are disclosed herein, along with their pharmaceutically acceptable salts, hydrates and prodrugs. Also disclosed are compositions comprising such compounds, methods of preparing such compounds and methods of using such compounds as antibacterial agents. The disclosed compounds, their pharmaceutically acceptable salts, hydrates and prodrugs, as well as compositions comprising such compounds, salts, hydrates and prodrugs, are useful for treating bacterial infections and associated diseases and conditions.
Process for Manufacturing a Naphthyridine Derivative
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, (2015/02/18)
The invention relates to a process and synthetic intermediates that can be used for manufacturing the compound of formula (1-6) which is a synthetic intermediate useful in the preparation of antibiotic compounds.
PROCESS FOR MANUFACTURING A NAPHTHYRIDINE DERIVATIVE
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, (2013/08/28)
The invention relates to a process and synthetic intermediates that can be used for manufacturing the compound of formula (1-6) which is a synthetic intermediate useful in the preparation of antibiotic compounds.
Target-directed synthesis of antibacterial drug candidate GSK966587
Voight, Eric A.,Yin, Hao,Downing, Susan V.,Calad, Stacie A.,Matsuhashi, Hayao,Giordano, Ilaria,Hennessy, Alan J.,Goodman, Richard M.,Wood, Jeffery L.
supporting information; experimental part, p. 3422 - 3425 (2010/11/04)
(Equation Presented). An efficient enantioselective total synthesis of the potent antibiotic GSK966587 was accomplished. Highlights of the synthesis include two innovative Heck reactions, a highly selective zincate base directed ortho-metalation, Sharpless asymmetric epoxidation, and a fully convergent final step fragment coupling.
NAPHTHYRIDIN-2 (1 H)-ONE COMPOUNDS USEFUL AS ANTIBACTERIALS
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Page/Page column 24, (2010/08/08)
Compounds of Formula (I) wherein substituents R1, R2 and R5 are as defined, and Ar represents substituted phenyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, thiazolyl, furanyl, imidazolyl and thiophenyl substituted by a hydroxyalkyl substituent and an optional other substituent; compositions containing them, their use in therapy, including their use as antibacterials, for example in the treatment of tuberculosis, and methods for the preparation of such compounds, are provided.
DERIVATIVES AND ANALOGS OF N-ETHYLQUINOLONES AND N-ETHYLAZAQUINOLONES
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Page/Page column 40-41, (2008/06/13)
Bicyclic nitrogen containing compounds and their use as antibacterials.
