142-64-3Relevant articles and documents
Catalytic one-pot three-component synthesis of 3,3′-disubstituted oxindoles and spirooxindole pyrans by mixed ligand transition metal complexes
Hegade, Sujit,Gaikwad, Gautam,Jadhav, Yuvraj,Pore, Avinash,Mulik, Abhijeet
, p. 95 - 103 (2021/11/22)
Abstract: New three-component reaction was developed via one-pot strategy for the synthesis of functionalized 3,3′-disubstituted oxindoles and spirooxindole through the reaction among isatin, malononitrile, and acetone/indole/nitromethane/acetylacetone/di
Synthesis and biological evaluation of alanine derived bioactive P-toluenesulphonamide analogs
Amasiatu, Ifeanyi S.,Egbujor, Melford C.,Egu, Samuel A.,Egwuatu, Pius I.,Eze, Florence U.,Okoro, Uchechukwu C.
, p. 6449 - 6458 (2020/10/27)
Sulphonamides and carboxamides have great pharmacological importance. The purpose of the study was to synthesize alanine-derived bioactive sulphonamides bearing carboxamides and evaluate their biological activi-ties. The reaction of p-toluenesulphonyl chloride with L-alanine afforded compound 1, which was acetylated to obtain compound 2. The chlorina-tion and ammonolysis of compound 2 gave the carboxamide backbone (3) which was coupled with aryl/heteroaryl halides to afford the hybrid compounds 4, 5 and 6. Structures were confirmed by FTIR,1 H-NMR,13 C-NMR spectra and elemental analytical data. The in vitro antimicrobial properties were determined by agar dilution, and the antioxidant properties were also investigated. Molecular docking interactions of the analogues were determined using PyRx. Compounds 4, 5 and 6 exhibited excellent in vitro antimi-crobial properties in the range of 0.5-1.0mg/ml while compounds 1and 2 had half-maximal inhibitory concentration (IC50) of 1.11±0.15μg/ml and 1.12±0.13μg/ml respectively. For the molecular docking studies, compounds 5 and 6 displayed the best antitrypanosomal activity with binding affinities of-13.95 and-13.51kcal/mol respectively while compound 4 showed the highest in silico antimalarial activity having binding affinity of-11.95kcal/mol. All the alanine derived sulphonamides were observed to be potential antimicrobial, antioxidant, antitrypanosomal and antimalarial agents following the biological activities studies.
Catalysis of Cross-Coupling and Homocoupling Reactions of Aryl Halides Utilizing Ni(0), Ni(I), and Ni(II) Precursors; Ni(0) Compounds as the Probable Catalytic Species but Ni(I) Compounds as Intermediates and Products
Manzoor, Adeela,Wienefeld, Patrick,Baird, Michael C.,Budzelaar, Peter H.M.
, p. 3508 - 3519 (2017/10/03)
Both Ni(0) and Ni(I) compounds are believed to exhibit cross-coupling catalytic properties under various conditions, and the compounds Ni(PPh3)4 and NiCl(PPh3)3 are compared as catalysts for representative Suzuki-Miyaura and Heck-Mizoroki cross-coupling reactions. The Ni(0) compound exhibits catalytic activities, for cross-coupling of chloro and bromoanisole with phenylboronic acid and of bromobenzene with styrene, yielding results which are comparable with those of many palladium-based catalysts, but our findings with NiCl(PPh3)3 are at this point unclear. It seems to convert to catalytically active Ni(0) species under Suzuki-Miyaura reaction conditions and is ineffective for Heck-Mizoroki cross-coupling. The paramagnetic Ni(I) compounds NiX(PPh3)3 (X = Cl, Br, I) are characterized for the first time by 1H NMR spectroscopy and are found to exhibit broad meta and para resonances at δ 9-11 and 3-4, respectively, and very broad ortho resonances at δ 46; these resonances are very useful for detecting Ni(I) species in solution. The chemical shifts of NiCl(PPh3)3 vary with the concentration of free PPh3, with which it exchanges, and are also temperature-dependent, consistent with Curie law behavior. The compound trans-NiPhCl(PPh3)2, the product of oxidative addition of chlorobenzene to Ni(PPh3)4 and a putative intermediate in cross-coupling reactions of chlorobenzene, is found during the course of this investigation to exhibit entirely unanticipated thermal lability in solution in the absence of free PPh3. It readily decomposes to biphenyl and NiCl(PPh3)2 in a reaction relevant to the long-known but little-understood nickel-catalyzed conversion of aryl halides to biaryls. Ni(I) and biphenyl formation is initiated by PPh3 dissociation from trans-NiPhCl(PPh3)2 and formation of a dinuclear intermediate, a process which is now better defined using DFT methodologies.
A synthesis method according to sets up qu tan hydrobromide
-
Paragraph 0053-0054, (2017/10/22)
The invention discloses a synthesis method of eletriptan hydrobromate, which comprises the following steps: reacting (R)-1-acetyl-3-(N-methylpyrrolidinyl-2-methy)-5-bromo-1H-indole and metal in an organic solvent to form a metal complex, reacting the metal complex with a boron reagent in an organic solvent to form aryl borane or aryl borate, carrying out acid-catalyzed hydrolysis to obtain aryl boric acid, and carrying out coupling and hydrolysis on the aryl boric acid and 2-chloroethylphenyl sulfone under the actions of a catalyst and an alkali to obtain eletriptan, or directly carrying out coupling and hydrolysis on the metal complex and 2-chloroethylphenyl sulfone to obtain eletriptan; and carrying out salification on the eletriptan and hydrobromic acid in an organic solvent to finally obtain the eletriptan hydrobromate. The method is simple to operate, has the advantages of high safety, high stability, low cost and higher yield, and is suitable for industrial production.
A N, 6 diphenyl pyrimidine -4 - amine Bcr - Abl inhibitor and its preparation method and application (by machine translation)
-
Paragraph 0041; 0049-0050; 0066; 0100, (2017/04/28)
The invention discloses a N, 6 diphenyl pyrimidine - 4 - amine Bcr - Abl inhibitor and its preparation method and application, the structural formula of the inhibitor for the wherein R is a single substituent or double-substituent, substituent is alkyl or halogen; R1 As a single substituent or double-substituent, substituent is alkyl or halogen. The series of inhibitors in vitro ABL1 kinase restraining effects, and can inhibit the proliferation of tumor cells, can be used for anti-tumor pharmaceutical preparation, in particular CML (chronic granulocytic leukemia) drug. The invention provides N, 6 diphenyl pyrimidine - 4 - amine Bcr - Abl inhibitor preparation method, raw materials are apt, mild reaction conditions, the reaction process is simple in operation, reagent used and cheap. (by machine translation)
Synthesis method of cinnamyl piperazine
-
Paragraph 0016; ; 0017; 0018; 0019, (2017/08/27)
The invention discloses a synthesis method of cinnamyl piperazine. The method includes the steps of: a) adding a solvent into a reaction kettle and adding piperazine to uniformly dissolve the piperazine, dropwisely adding hydrochloric acid at 20-25 DEG C until the pH of the reaction solution is 2, which is the terminal, and after the reaction is performed for 1 h, cooling the reaction solution to 20 DEG C, and centrifugally spin-filtering the reaction solution to obtain piperazine dihydrochloride; b) adding the solvent into the reaction kettle, adding the piperazine dihydrochloride and the piperazine with stirring at the same time, and performing a reaction at 68-85 DEG C for 0.5-3 h; c) reducing the temperature to 45-55 DEG C, dropwisely adding cinnamyl chloride, and then increasing the temperature to 60-75 DEG C to perform a temperature maintained reaction for 1-4 h, and reducing the temperature to 10-35 DEG C, performing centrifugal separation, sucking a mother liquid into a distillation reaction kettle, heating the distillation mother liquid to recycle the solvent, adding pure water, and dropwisely adding an alkali liquid to regulate the pH to 9-12, and adding chloroform to perform extraction, drying the mixture, and evaporate-drying the chloroform to obtain the cinnamyl piperazine. The synthesis method reduces production steps and pollutant emission, and is more suitable for modern industrial production.
A Arylheterocycle chirality bcr - abl inhibitor and its preparation method and application
-
Paragraph 0050; 0068; 0085; 0102; 0120, (2016/10/09)
The invention discloses aromatic heterocyclic biphenyl Bcr-Abl inhibitors as well as a preparation method and application thereof. A structural formula of the inhibitors is shown in the specification, wherein in the structural formula, Ar is aromatic heterocycle; R is a mono-substituent or a di-substituent, and the substituent is alkyl or halogen. The series of inhibitors have a certain inhibiting effect on ABL1 kinase in vitro, can inhibit tumor cell proliferation and can be used for preparing antitumor drugs, especially CML (chronic myelocytic leukemia) drugs. The preparation method of the aromatic heterocyclic biphenyl Bcr-Abl inhibitors, which is provided by the invention, has the advantages of easiness in obtainment of raw materials, mild reaction conditions, simplicity in operation of reaction processes and cheap used reagents.
Tandem redox mediator/Ni(II) trihalide complex photocycle for hydrogen evolution from HCl
Hwang, Seung Jun,Powers, David C.,Maher, Andrew G.,Nocera, Daniel G.
, p. 917 - 922 (2015/02/05)
Photoactivation of M-X bonds is a challenge for photochemical HX splitting, particularly with first-row transition metal complexes because of short intrinsic excited state lifetimes. Herein, we report a tandem H2 photocycle based on combination of a non-basic photoredox phosphine mediator and nickel metal catalyst. Synthetic studies and time-resolved photochemical studies have revealed that phosphines serve as photochemical H-atom donors to Ni(II) trihalide complexes to deliver a Ni(I) centre. The H2 evolution catalytic cycle is closed by sequential disproportionation of Ni(I) to afford Ni(0) and Ni(II) and protolytic H2 evolution from the Ni(0) intermediate. The results of these investigations suggest that H2 photogeneration proceeds by two sequential catalytic cycles: a photoredox cycle catalyzed by phosphines and an H2-evolution cycle catalyzed by Ni complexes to circumvent challenges of photochemistry with first-row transition metal complexes.
NICKEL PRE-CATALYSTS AND RELATED COMPOSITIONS AND METHODS
-
Page/Page column 40, (2015/05/26)
Described herein are nickel pre-catalysts and related compositions and methods. The nickel pre-catalysts may be activated to form catalysts which may be utilized in organic reactions.
Use of metal-accumulating plants for implementing chemical reactions
-
Page/Page column 49, (2015/10/28)
The use of metal-accumulating plants for implementing chemical reactions.
