86454-13-9Relevant academic research and scientific papers
Synthesis and physico-chemical properties of homoleptic copper(I) complexes with asymmetric ligands as a dssc dye
Hatano, Mayuka,Inomata, Tomohiko,Kawai, Yuya,Kitagawa, Takuma,Masuda, Hideki,Matsunaga, Ayaka,Ozawa, Tomohiro,Wasada-Tsutsui, Yuko
supporting information, (2021/11/27)
To develop low-cost and efficient dye-sensitized solar cells (DSSCs), we designed and prepared three homoleptic Cu(I) complexes with asymmetric ligands, M1, M2, and Y3, which have the advantages of heteroleptic-type complexes and compensate for their synthetic challenges. The three copper(I) complexes were characterized by elemental analysis, UV-vis absorption spectroscopy, and electrochemical measurements. Their absorption spectra and orbital energies were evaluated and are discussed in the context of TD-DFT calculations. The complexes have high VOC values (0.48, 0.60, and 0.66 V for M1, M2, and Y3, respectively) which are similar to previously reported copper(I) dyes with symmetric ligands, although their energy conversion efficiencies are relatively low (0.17, 0.64, and 2.66%, respectively).
Construction and functionalization of fused pyridine ring leading to novel compounds as potential antitubercular agents
Dulla, Balakrishna,Wan, Baojie,Franzblau, Scott G.,Kapavarapu, Ravikumar,Reiser, Oliver,Iqbal, Javed,Pal, Manojit
supporting information; experimental part, p. 4629 - 4635 (2012/07/31)
A series of fused and functionalized pyridine derivatives were designed, synthesized and tested for their potential antitubercular properties. All these novel compounds were prepared by using multistep methods involving the construction of pyridine ring as a key synthetic step. Some of these compounds were found to be interesting when tested for their antitubercular properties in vitro and one of them appeared as an attractive and potential antitubercular agent.
AROMATIC COMPOUNDS AND METAL COMPLEXES THEREOF
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Page/Page column 66, (2012/12/13)
Provided are aromatic compounds and metal complexes thereof which may be useful treating various forms of proliferative diseases, such as cancer. In some instances, the metal complexes thereof are relatively stable, and may be suitable for oral administra
Practical and scalable synthesis of S1P1 receptor agonist ACT-209905
Schmidt, Gunther,Reber, Stefan,Bolli, Martin H.,Abele, Stefan
, p. 595 - 604 (2012/07/13)
A practical and scalable route for the fast delivery of 12 kg of S1P 1 agonist (ACT-209905) has been developed. ACT-209905 is composed of an amino pyridine group, an oxadiazole spacer, a 2-ethyl-5-methylphenol moiety and a chiral 1-amino-2-propanol side chain. The convergent synthesis consists of 16 steps with 9 isolated intermediates and is chromatography-free. Key building blocks are accessed from low-cost starting materials, such as acetone, diethyl oxalate, cyanoacetamide, and 2-ethyl-5-methyl aniline. A Negishi coupling that was troubled by the use of metal reagents and concomitant metal waste streams has been replaced by a less expensive Guareschi-Thorpe reaction to build up an amino isonicotinic acid. The chiral 1-amino-2-propanol moiety was secured by selective ring-opening of an epoxide with lithium hexamethyldisilazide as an ammonia surrogate, thus omitting the notorious double alkylated byproduct.
6,6′-Dimethyl-2,2′-bipyridine-4-ester: A pivotal synthon for building tethered bipyridine ligands
Havas, Fabien,Leygue, Nadine,Danel, Mathieu,Mestre, Béatrice,Galaup, Chantal,Picard, Claude
experimental part, p. 7673 - 7686 (2009/12/06)
We describe an efficient and scalable synthesis of 4-carbomethoxy-6,6′-dimethyl-2,2′-bipyridine starting from easily available substituted 2-halopyridines and based on the application of modified Negishi cross-coupling conditions. This compound is a versatile starting material for the synthesis of 4-functionalized 2,2′-bipyridines bearing halide, alcohol, amine, and other functionalities, suitable for conjugation to biological material (2a-c, 3a-g). The utility of this compound in the construction of more complex architectures was further demonstrated by the synthesis of two bifunctional lanthanide chelators; an open chain ligand based on one 2,2′-bipyridine unit and a cryptand based on three 2,2′-bipyridine units [N2(bpy)3COOMe]. In the field of luminophoric biolabels, the photophysical properties of the corresponding Eu(III) cryptate are reported.
Reaction of β-Aminocrotonamide with Dibasic Acid Derivatives
Sato, Masayuki,Ogasawara, Hiromichi,Kato, Tetsuzo
, p. 87 - 91 (2007/10/02)
Reaction of β-aminocrotonamide (1) with succinic anhydride gave β-succinamidocrotonamide (3a), which was treated with base to cyclize to 3,4-dihydro-6-methyl-4-oxo-2-pyrimidinepropanoic acid (4a).Similarly, pyrimidinepentanoic acid derivative 4b was prepared from compound 1 and glutaric anhydride.Reaction of compound 1 with dimethyl succinate in the presence of sodium methoxide gave the pyrimidine derivative 4a.Similar reaction of compound 1 with glutarate, adipate, and phthalate gave the corresponding pyrimidines 4b, 4c and 4d, while reaction of compound 1 with malon ate gave 2-hydroxypyridine derivative 11 and dimethylpyrimidinone 4e.Reaction of dimethyl fumarate with compound 1 in the presence of methoxide gave a poor yield of pyrrolopyridine derivative 13.
