Month: November 2022

Computed Properties of C5H3Br2NIn 2021 ,《Reductive Dimerization of Macrocycles Activated by BBr3》 appeared in Organic Letters. The author of the article were Kijewska, Monika; Siczek, Milosz; Pawlicki, Milosz. The article conveys some information:

Dimeric dipyridyl-carbazolyl boron dicationic complex I was prepared by BBr3-promoted dimerization of dipyridyl carbazole carbonyl-bridged macrocycle. A macrocyclic motif composed of carbazole and pyridine subunits linked by a carbonyl bridge (C:O) forms a skeleton with a peripheral reactivity that leads to a pinacol-like coupling activated by BBr3, eventually entrapping a substantially elongated C-C bond. Slightly modified conditions lead to the efficient transformation of the C=O unit to a CH2 linker that, after exposure to air, gives a dimeric mol. with multiple bonds between two macrocyclic units, as documented in spectroscopy and x-ray anal. The experimental process involved the reaction of 2,6-Dibromopyridine(cas: 626-05-1Computed Properties of C5H3Br2N)

2,6-Dibromopyridine(cas: 626-05-1) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Computed Properties of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 128071-75-0In 2020 ,《Selective Insertion of Alkynes into C-C σ Bonds of Indolin-2-ones: Transition-Metal-Free Ring Expansion Reactions to Seven-Membered-Ring Benzolactams or Chromone Derivatives》 was published in Organic Letters. The article was written by Wang, Mengdan; Yang, Yajie; Song, Bo; Yin, Liqiang; Yan, Shuhui; Li, Yanzhong. The article contains the following contents:

An unprecedented ring expansion reaction of indolin-2-ones with alkynyl ketones under transition-metal-free conditions has been developed. Base-promoted selective cleavage of a C-C σ bond of the amide is the key in this process, which provides a straightforward and efficient way to synthesize seven-membered-ring benzolactams or chromone derivatives The significant advantages of this method include readily accessible starting materials, wide scope and functional group tolerance, and high atom economy. In the experimental materials used by the author, we found 2-Bromonicotinaldehyde(cas: 128071-75-0Related Products of 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Related Products of 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of C5H6BNO2In 2022 ,《Solvent and Counteranion Assisted Dynamic Self-Assembly of Molecular Triangles and Tetrahedral Cages》 was published in Inorganic Chemistry. The article was written by Kumar, Atul; Banerjee, Ranit; Zangrando, Ennio; Mukherjee, Partha Sarathi. The article contains the following contents:

Self-assembly of naked PdII ions sep. with newly designed bis(3-pyridyl)benzothiadiazole (L1) and bis(3-pyridyl)thiazolo[5,4-d]thiazole (L2) donors sep., under varying exptl. conditions, yielded Pd4L8 (L = L1 or L2) tetrahedral cages and their homologous Pd3L6 (L = L1 or L2) double-walled triangular macrocycles. The resulting assemblies exhibited solvent, temperature, and counteranion induced dynamic equilibrium Treatment of L1 with Pd(BF4)2 in acetonitrile (ACN) resulted in selective formation of a tetrahedral cage [Pd4(L1)8](BF4)8 (1a), which is in dynamic equilibrium with its homolog triangle [Pd3(L1)6](BF4)6 (2a) in DMSO. However, similar self-assembly using L2 instead of L1 yielded an equilibrium mixture of tetrahedral cage [Pd4(L2)8](BF4)8 (3a) and triangle [Pd3(L2)6](BF4)6 (4a) forms in both ACN and DMSO. The assembles were characterized by multinuclear NMR and ESI-MS while the structure of the tetrahedral cage (1a) was determined by single crystal x-ray diffraction. Existence of a dynamic equilibrium between the assemblies in solution was studied via variable temperature 1H NMR. The equilibrium constant K = ([Pd4L8]3/[Pd3L6]4) was calculated at each exptl. temperature and fitted with the Van’t Hoff equation to determine the standard enthalpy (ΔH°) and entropy (ΔS°) associated with the interconversion of the double-walled triangle to tetrahedral cage. The thermodn. feasibility of structural interconversion was analyzed from the change in ΔG°, which suggests favorable conversion of Pd3L6 triangle to Pd4L8 cage at elevated temperature for L1 in DMSO and L2 in ACN. Similar self-assembly reactions of L1 and L2 with Pd(NO3)2 instead of Pd(BF4)2 resulted in selective formation of a tetrahedral cage [Pd4(L1)8](NO3)8 (1b) and double-walled triangle [Pd3(L2)6](NO3)6 (4b), resp. In the part of experimental materials, we found many familiar compounds, such as Pyridin-3-ylboronic acid(cas: 1692-25-7Electric Literature of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Electric Literature of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Bipyridine-Directed Syntheses of Uranyl Compounds Containing Semirigid Dicarboxylate Linkers: Diversity and Consistency in Uranyl Speciation》 was written by An, Shu-wen; Mei, Lei; Hu, Kong-qiu; Li, Fei-ze; Xia, Chuan-qin; Chai, Zhi-fang; Shi, Wei-qun. HPLC of Formula: 1134-35-6This research focused onuranyl phenylsulfonecarboxylate pyridine complex preparation photoluminescence; crystal structure uranyl phenylsulfonecarboxylate pyridine. The article conveys some information:

Bipyridine organic bases are beneficial to the synthesis of novel uranyl-organic hybrid materials, but the relationship between their mol. structures and specific roles as structure-directing agents, especially for the semirigid dicarboxylate systems, is still unclear. Here we demonstrate how the bipyridine ligands direct the coordination assembly of uranyl-organic compounds with a semirigid dicarboxylate linker, 4,4′-dicarboxybiphenyl sulfone (H2dbsf), by utilizing a series of bipyridine ligands, 1,10-phenanthroline (phen), 2,2′-bipyridine (2,2′-bpy), 5,5′-dimethylbipyridine (5,5′-dmbpy), 4,4′-bipyridine (4,4′-bpy), or 1,3-di(4-pyridyl)propane (bpp). Under hydrothermal conditions, eight uranyl-organic coordination polymers (UCPs), four of which [[UO2(dbsf)(phen)] (1), [UO2(dbsf)(phen)]·H2O (1′), [U4O10(dbsf)3]2[H2bpp]2 (6), and [U4O10(dbsf)3]2[H2bpp] (6′)] were reported previously, were synthesized and divided into two types based on the chelate or template effect of these bipyridine ligands. 1, 1′, [UO2(dbsf)(2,2′-bpy)] (2), and [(UO2)2(dbsf)2(5,5′-dmbpy)2] (3) are springlike triple helixes with bipyridine ligands (phen, 2,2′-bpy, or 5,5′-dmbpy) as chelate ligands, while [U4O10(dbsf)3][H2(4,4′-bpy)] (4), [U4O10(dbsf)3]2[H(4,4′-bpy)]2[Ni(H2O)6] (5), 6, and 6′ are tetranuclear uranyl-mediated 2-fold-interpenetrating networks with 4,4′-bpy or bpp as template ligands and charge-balancing agents. The participation or not in uranyl coordination of different bipyridine ligands promotes not only diversity in uranyl speciation and final topol. structures among different classes of organic bases but also consistency for the same types of bipyridine ligands, which thus endows the possibility of the rational design of UCPs based on semirigid dicarboxylate ligands with the aid of cautiously selected bipyridine ligands. In addition to this study using 4,4′-Dimethyl-2,2′-bipyridine, there are many other studies that have used 4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6HPLC of Formula: 1134-35-6) was used in this study.

4,4′-Dimethyl-2,2′-bipyridine(cas: 1134-35-6) is used in the synthesis of a series of o-phenanthroline-substituted ruthenium(II) complexes.HPLC of Formula: 1134-35-6 Furthermore, 4,4′-Dimethyl-2,2′-bipyridine is used as a chemical Intermediate. It can be used for the determination of ferrous and cyanide compounds.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

COA of Formula: C5H5BrN2On November 20, 2020 ,《I(III)-Catalyzed Oxidative Cyclization-Migration Tandem Reactions of Unactivated Anilines》 appeared in Organic Letters. The author of the article were Deng, Tianning; Shi, Emily; Thomas, Elana; Driver, Tom G.. The article conveys some information:

An I(III)-catalyzed oxidative cyclization-migration tandem reaction using Selectfluor as the oxidant was developed that converts unactivated anilines into 3H-indoles is reported herein. The reaction requires as little as 1 mol % of the iodocatalyst and is mild, tolerating pyridine and thiophene functional groups, and the dependence of the diastereoselectivity of the process on the identity of the iodoarene or iodoalkane precatalyst suggests that the catalyst is present for the stereochem. determining C-N bond forming step. After reading the article, we found that the author used 2-Bromopyridin-3-amine(cas: 39856-58-1COA of Formula: C5H5BrN2)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.COA of Formula: C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C5H5BrN2On June 7, 2021, Adamek, Rebecca N.; Suire, Caitlin N.; Stokes, Ryjul W.; Brizuela, Monica K.; Cohen, Seth M.; Leissring, Malcolm A. published an article in ChemMedChem. The article was 《Hydroxypyridinethione Inhibitors of Human Insulin-Degrading Enzyme》. The article mentions the following:

Insulin-degrading enzyme (IDE) is a human mononuclear Zn2+-dependent metalloenzyme that is widely regarded as the primary peptidase responsible for insulin degradation Despite its name, IDE is also critically involved in the hydrolysis of several other disparate peptide hormones, including glucagon, amylin, and the amyloid β-protein. As such, the study of IDE inhibition is highly relevant to deciphering the role of IDE in conditions such as type-2 diabetes mellitus and Alzheimer disease. There have been few reported IDE inhibitors, and of these, inhibitors that directly target the active-site Zn2+ ion have yet to be fully explored. In an effort to discover new, zinc-targeting inhibitors of IDE, a library of ∼350 metal-binding pharmacophores was screened against IDE, resulting in the identification of 1-hydroxypyridine-2-thione (1,2-HOPTO) as an effective Zn2+-binding scaffold. Screening a focused library of HOPTO compounds identified 3-sulfonamide derivatives of 1,2-HOPTO as inhibitors of IDE (Ki values of ∼50μM). Further structure-activity relationship studies yielded several thiophene-sulfonamide HOPTO derivatives with good, broad-spectrum activity against IDE that have the potential to be useful pharmacol. tools for future studies of IDE. After reading the article, we found that the author used 2-Bromopyridin-3-amine(cas: 39856-58-1Synthetic Route of C5H5BrN2)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Synthetic Route of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Smith, Adam P.; Fraser, Cassandra L. published an article on January 29 ,2002. The article was titled 《Metal-Centered Heteroarm Polymers: Chelation of Polystyrene-b-polycaprolactone with a Bipyridine Donor at the Block Junction》, and you may find the article in Macromolecules.Electric Literature of C12H10Cl2N2 The information in the text is summarized as follows:

A dual functional ligand initiator, 4-chloromethyl-4′-hydroxymethyl-2,2′-bipyridine, bpy-(CH2Cl)(CH2OH), was used in a tandem atom transfer radical polymerization-ring-opening polymerization sequence to generate polystyrene-polycaprolactone copolymers with bpy binding sites at the block interface. The coordination of bpy(PS)-(PCl) subunits to Ru, Fe, and Pt centers to form linear and star-shaped structures is described. The results came from multiple reactions, including the reaction of 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Electric Literature of C12H10Cl2N2)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) belongs to pyridine derivatives. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals. Electric Literature of C12H10Cl2N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2008,Martin, Thibaut; Verrier, Cecile; Hoarau, Christophe; Marsais, Francis published 《Direct C-2 arylation of alkyl 4-thiazolecarboxylates: new insights in synthesis of heterocyclic core of thiopeptide antibiotics》.Organic Letters published the findings.Application of 29682-15-3 The information in the text is summarized as follows:

The Pd(0)-catalyzed regioselective C-2 (hetero)arylation of tert-Bu 4-thiazolecarboxylate with a broad (hetero)aryl halide is reported, including the direct coupling of pyridinyl halides. The process has allowed the preparation of valuable 2-pyridynyl-4-thiazolecarboxylates which are components of the complex heterocyclic core of thiopeptides antibiotics. As a first application, a synthesis of a tert-Bu sulfomycinamate thio-analog from tert-Bu 4-thiazolecarboxylate is here described through a three-step direct pyridinylation, halogenation, and Stille cross-coupling sequence.Methyl 5-bromopicolinate(cas: 29682-15-3Application of 29682-15-3) was used in this study.

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Application of 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Kundu, Debasish; Ahammed, Sabir; Ranu, Brindaban C. published 《Visible Light Photocatalyzed Direct Conversion of Aryl-/Heteroarylamines to Selenides at Room Temperature》.Organic Letters published the findings.Related Products of 13534-97-9 The information in the text is summarized as follows:

A novel strategy for the direct conversion of aryl- and heteroarylamines to selenides has been developed via diazotization of amines with tert-Bu nitrite in neutral medium followed by reaction with diaryl/diheteroaryl/dialkyl diselenides in one pot under photocatalysis at room temperature in the absence of any metal. This reaction is also applied for the synthesis of tellurides. The selenylation of heteroarylamine by this protocol is of much significance because of the difficulty in diazotization of these mols. by a standard diazotization method in acid medium. The results came from multiple reactions, including the reaction of 6-Bromopyridin-3-amine(cas: 13534-97-9Related Products of 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Related Products of 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Wagner, Patrick; Bollenbach, Maud; Doebelin, Christelle; Bihel, Frederic; Bourguignon, Jean-Jacques; Salome, Christophe; Schmitt, Martine published 《t-BuXPhos: a highly efficient ligand for Buchwald-Hartwig coupling in water》.Green Chemistry published the findings.Electric Literature of C5H3BrClN The information in the text is summarized as follows:

An efficient and versatile ‘green’ catalytic system for the Buchwald-Hartwig cross-coupling reaction in water is reported. In an aqueous micellar medium, the combination of t-BuXPhos with [(cinnamyl)PdCl]2 showed excellent performance for coupling of aryl bromides or chlorides with a large set of amines, amides, ureas, and carbamates. The method is functional-group tolerant, proceeds smoothly (30 to 50 °C), and provides rapid access to the target compounds in good to excellent isolated yields. When applied to the synthesis of a known NaV1.8 modulator, this method led to a significant improvement of the E-factor in comparison with classical organic synthesis. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-chloropyridine(cas: 53939-30-3Electric Literature of C5H3BrClN)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Electric Literature of C5H3BrClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem