3740-92-9Relevant articles and documents
Rational drug design of 6-substituted 4-anilino-2-phenylpyrimidines for exploration of novel ABCG2 binding site
Silbermann, Katja,Li, Jiyang,Namasivayam, Vigneshwaran,Stefan, Sven Marcel,Wiese, Michael
, (2021/01/19)
In the search for novel, highly potent, and nontoxic adjuvant chemotherapeutics to resolve the major issue of ABC transporter-mediated multidrug resistance (MDR), pyrimidines were discovered as a promising compound class of modern ABCG2 inhibitors. As ABC
Electropolymerization of [2 × 2] grid-type cobalt(II) complex with thiophene substituted dihydrazone ligand
Napiera?a, Sergiusz,Kubicki, Maciej,Patroniak, Violetta,Wa??sa-Chorab, Monika
, (2021/01/12)
The grid-type complex [Co4(L1-2H)4] containing dihydrazone ligand decorated with thiophene rings has been prepared. The complex undergoes oxidative electropolymerization onto ITO electrode to form purple thin film. The morphology of
3,3'-((Arylmethylene)bis(4-methoxy-3,1-phenylene)) dipyridine derivatives as convenient ligands for Suzuki–Miyaura chemo- and homoselective cross-coupling reactions
Hosseini, Raziyeh,Mohammadiannejad, Kazem,Ranjbar-Karimi, Reza
, (2021/08/25)
Four novel N,N-bidentate triarylmethane-based ligands bearing β-pyridyl residues have been prepared and the catalytic activity of their in-situ generated palladium complexes were studied in the Suzuki–Miyaura cross-coupling reactions. Air and moisture stable 3,3'-((arylmethylene)bis(4-methoxy-3,1-phenylene))dipyridines L1-3 showed excellent activity in the Suzuki coupling reactions of aryl halides with aryl boronic acids under thermal and sonochemical reaction conditions. The described methodology provided good to high yields in short reaction times at ambient conditions. Moreover, it offered a straightforward way for Suzuki–Miyaura chemo- and homoselective cross-coupling of aryl halides with phenyl boronic acid. The structures of synthesized compounds were fully characterized by FT-IR, 1H-NMR, 13C-NMR, and elemental analyses. The coordination of palladium acetate to nitrogen sites of L1 was also studied using FTIR spectroscopy, EDX analysis and SEM observations. Graphic abstract: The in-situ generated Pd-complexes of N,N-bidentate ligands L1-3 are described as robust and highly effective catalytic systems for the Suzuki cross-coupling of aryl halides with aryl boronic acids under thermal and sonochemical reaction conditions.[Figure not available: see fulltext.]
Tandem Schiff-Base Formation/Heterocyclization: An Approach to the Synthesis of Fused Pyrazolo-Pyrimidine/Isoxazolo-Pyrimidine Hybrids
Sambaiah,Mallesham, Poosa,Shiva Kumar,Bobde, Yamini,Hota, Prasanta Kumar,Yennam, Satyanarayana,Ghosh, Balaram,Behera, Manoranjan
, p. 586 - 592 (2019/03/07)
A new synthesis of pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines is described. Key steps in the synthesis involve Stille coupling of 4,6-dichloro-2-phenyl-pyrimidine with tributyl(1-ethoxyvinyl)stannane and tandem Schiff-base formation/heterocyclization of 2,6-di-aryl-5-fluoro-4-acetylpyrimidine with hydrazines or hydroxylamine to give pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines, respectively. The position of the fluoro group in the A-pyrimidine ring is important for the success of heterocylization reaction.
Electronic absorption and emission properties of bishydrazone [2?×?2] metallosupramolecular grid-type architectures
Holub, Jan,Santoro, Antonio,Lehn, Jean-Marie
, p. 223 - 231 (2019/06/07)
Several ditopic ligands containing two tridentate bishydrazone coordination subunits and their Zn(II) and Cd(II) [2 × 2] grid-type complexes were prepared and their photoluminescent properties studied. A special attention was devoted to the influence of the orientation of the hydrazone group N–N[dbnd]in the core of the ligands and their complexes. Its reversal from [pyridine[dbnd]N–N–pyrimidine] (L1) to [pyridine–N–N[dbnd]pyrimidine] (L2) has a strong impact on the observed absorption and emission behaviour of particular ligands (L1 and L2) as well as of their [2 × 2] grid assemblies. The further lateral functionalization of the ligands led to different emission quantum yields of the resulting grids, while their emission and absorption spectra varied very little. The simplest derivative L1 turned out to have the best performance with, for its Zn(II) complex, relatively high quantum yield 60%.
Organic compound based on pyridine and benzimidazole and application thereof in organic light emitting diodes (OLED)
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Paragraph 0085; 0086; 0087, (2017/12/29)
The invention relates to an organic compound taking pyridine and benzimidazole as a core and application thereof in organic light emitting diode (OLED) devices. The compound disclosed by the invention has higher glass transition temperature and molecular heat stability; the compound has low absorption and high refractive index in the field of visible light; after being applied to CPL layers of the OLED devices, the compound can effectively improve light extraction efficiency of the OLED devices. The compound disclosed by the invention further has a deep HOMO energy level and high electronic mobility, can serve as a cavity blocking/electron transfer layer material of the OLED devices and can effectively prevent cavities or energy from being transmitted to one side of an electronic layer from a luminescent layer; thus, composition efficiency of the cavities and the electrons in the luminescent layer is improved, and further luminous efficiency and service life of the OLED devices are improved.
Preparation and application of neutral C-H bond anion recognition receptor
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Paragraph 0017, (2017/02/17)
The invention discloses a novel compound capable of detecting and recognizing chloride ions, particularly relates to preparation and application of a neutral C-H bond anion recognition receptor, and belongs to the technical field of supramolecular chemistry molecular recognition. The structural formula of the receptor compound is as follows (as shown in the description). Through the pyrimidine receptor compound based on a neutral C-H bond, the anion recognition property can be greatly improved, and the pyrimidine receptor compound and the chloride ion can form a stable complex compound in the proportion of the pyrimidine receptor compound to the chloride ions being 1 to 1. The compound is good in selectivity, high in combining capacity and high in sensitivity, can be used for detecting and recognizing the chloride ions in biological samples or environmental samples, and has good application prospects.
'Green' synthesis of 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones and 4,6-dichloropyrimidines: Improved strategies and mechanistic study
Opitz, Andreas,Sulger, Werner,Daltrozzo, Ewald,Koch, Rainer
, p. 814 - 824 (2015/05/20)
An improved route to 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones 4 and to 2-substituted 4,6-dichloropyrimidines 5 is reported. Without using highly toxic reactants, compounds 4 can be prepared conveniently in a one pot synthesis on a one mol scale with average yields up to 80%. 4,6-Dichloropyrimidines 5, which are usually prepared in small quantities, are synthesized with average yields of 80%, using up to 80g of starting material. The mechanism of the chlorination of 4 is investigated computationally for the first time. The results suggest that the chlorination with phosphoryl chloride occurs in an alternating phosphorylation-chlorination manner (pathway 1) which is preferred over a sequence which starts with two phosphorylations. The investigated 4,6-dichloropyrimidines described herein form strong complexes with dichlorophosphoric acid but weak complexes with hydrochloric acid (generated during workup). These latter complexes explain the necessity of using aqueous sodium carbonate during the working up. In order to prevent possible formation of pyrimidinium salts between intermediates or the final dichloropyrimidines and unreacted hydroxypyrimidone, the latter could be deactivated with a strong acid such as dichlorophosphoric acid, thus allowing chlorination but prohibiting salt formation. Because of its general applicability to all nitrogen heterocycle chlorinations with phosphoryl chloride, the proposed route to dichloropyrimidines without solvent or side products, using less toxic reactants, is of general synthetic interest.
IBD-mediated oxidative cyclization of pyrimidinylhydrazones and concurrent Dimroth rearrangement: Synthesis of [1,2,4]triazolo[1,5-c]pyrimidine derivatives
Tang, Caifei,Li, Zhiming,Wang, Quanrui
, p. 2629 - 2634 (2014/01/06)
Oxidative cyclization of 6-chloro-4-pyrimidinylhydrazones 4 with iodobenzene diacetate (IBD) in dichloromethane gives rise to [1,2,4]triazolo[4,3-c]pyrimidine derivatives 5a-o. These incipient products undergo feasible Dimroth rearrangement to furnish the isolated [1,2,4]triazolo[1,5-c]pyrimidines 6a-o in moderate to high yields.
Design, synthesis and antifungal activities of novel strobilurin derivatives containing pyrimidine moieties
Zhang, Xiang,Gao, Yong-Xin,Liu, Hui-Jun,Guo, Bao-Yuan,Wang, Hui-Li
, p. 2627 - 2634 (2012/10/29)
Strobilurins are one of the most important classes of agricultural fungicides. To discover new strobilurin derivatives with high activity against resistant pathogens, a series of novel β-methoxyacrylate analogues were designed and synthesized by integrati
