Tag: 100-200

Rhenium(I)-Catalyzed ortho-C-H Addition to Bicyclic Alkenes was written by Prakash, Sekar;Chang, Yu-Che;Cheng, Chien-Hong. And the article was included in Chemistry – An Asian Journal in 2018.COA of Formula: C12H11N This article mentions the following:

Hydroarylation of bicyclic alkenes was developed using a low-valent Re^I-catalyzed, directing group-assisted C-H bond activation strategy. The addition of sodium acetate significantly improves the reaction efficiency; moreover, bicyclic alkenes such as 7-oxa and aza benzonorbornadienes worked efficiently under this reaction condition. Preliminary mechanistic studies suggest that, after the alkene insertion, the rhenacycle preferentially undergoes protonolysis rather than reductive elimination. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9COA of Formula: C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. 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.COA of Formula: C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Two azido-bridged homospin Fe(II)/Co(II) coordination polymers featuring single-chain magnet behavior was written by Yang, Jiong;Deng, Yi-Fei;Zhang, Yuan-Zhu. And the article was included in Dalton Transactions in 2020.Application In Synthesis of Phenyl(pyridin-2-yl)methanone This article mentions the following:

Two azido-bridged homospin Fe(II)/Co(II) coordination polymers [Fe₂(Bzp)₂(N₃)₄]_n (1) and [Co₄(Bzp)₄(N₃)₈·(MeOH)₂]_n (2) (bzp = 2-benzoylpyridine) are prepared, which consist of one-dimensional neutral chains with pure EO-azido (μ₂-1,1-N₃) bridges. Magnetically, both 1 and 2 exhibit considerable intrachain ferromagnetic interactions which benefit from the EO-azido bridging mode, leading to typical single-chain magnet (SCM) behavior under both the “infinite-size” and “finite-size” regime and pronounced hysteresis loops. As far as the bridging network is concerned, complex 1 represents not only a rare example of homospin Fe(II)-based SCMs but also the first Fe(II) chain compound with pure EO-azido bridges. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Application In Synthesis of Phenyl(pyridin-2-yl)methanone).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Application In Synthesis of Phenyl(pyridin-2-yl)methanone

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Meta-selective C_Ar-H nitration of arenes through a Ru₃(CO)₁₂-catalyzed ortho-metalation strategy was written by Fan, Zhoulong;Ni, Jiabin;Zhang, Ao. And the article was included in Journal of the American Chemical Society in 2016.Electric Literature of C12H11N This article mentions the following:

The first example of transition metal-catalyzed meta-selective C_Ar-H nitration of arenes, substituted with N-donor directing groups, such as 2-phenylpyridines, is described. With the use of Ru₃(CO)₁₂ as the catalyst and Cu(NO₃)₂·3H₂O as the nitro source, a wide spectrum of arenes bearing diversified N-heterocycles or oximido as the directing groups were nitrated with meta-selectivity exclusively. Mechanism studies have demonstrated the formation of a new 18e-octahedral ruthenium species as a key ortho-C_Ar-H metalated intermediate, which may be responsible for the subsequent meta-selective electrophilic aromatic substitution (S_EAr). Moreover, this approach provides a fast-track strategy for atom/step economical synthesis of many useful pharmaceutical mols. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Electric Literature of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Electric Literature of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery and application of doubly quaternized cinchona-alkaloid-based phase-transfer catalysts was written by Xiang, Bangping;Belyk, Kevin M.;Reamer, Robert A.;Yasuda, Nobuyoshi. And the article was included in Angewandte Chemie, International Edition in 2014.Quality Control of 2-Bromo-5-fluoro-3-methylpyridine This article mentions the following:

Novel N,N’-disubstituted cinchona alkaloids were reported as efficient phase-transfer catalysts for the assembly of stereogenic quaternary centers. In comparison to traditional cinchona-alkaloid-based phase-transfer catalysts, these new catalysts afford substantial improvements in enantioselectivity and reaction rate for intramol. spirocyclization reactions of 3-[2-(chloromethyl)aryl]-γ-lactams with catalyst loadings as low as 0.3 mol% under mild conditions. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-fluoro-3-methylpyridine (cas: 38186-85-5Quality Control of 2-Bromo-5-fluoro-3-methylpyridine).

2-Bromo-5-fluoro-3-methylpyridine (cas: 38186-85-5) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Quality Control of 2-Bromo-5-fluoro-3-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Oxidation of Aromatic Aldehydes to Esters: A Sulfate Radical Redox System was written by Guo, Ya-Fei;Mahmood, Sajid;Xu, Bao-Hua;Yao, Xiao-Qian;He, Hong-Yan;Zhang, Suo-Jiang. And the article was included in Journal of Organic Chemistry in 2017.Reference of 628-13-7 This article mentions the following:

A mild oxidative esterification of various aromatic aldehydes by sulfate radical redox system was presented. In the reaction pathway exploration, the transiency of MeOSO₃^– was disclosed, which was generated from esterification between the in situ generated HSO₄^– and MeOH, a rate-limiting step in the process. More importantly, the selectivity-controlling step was represented by the subsequent nucleophilic displacement between MeOSO₃^– and aldehydes. The ionic oxidant 1a ((NH₄)₂S₂O₈) with more N-H numbers in the cation, as compared with 1c ((Bu₄N)₂S₂O₈) and 1d ((PyH)₂S₂O₈), has better performance in the oxidative esterification of aldehydes. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Reference of 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Reference of 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A colored pyridoinium borate complex was written by Roth, H. J.;Al Sarraj, S.. And the article was included in Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft in 1966.Electric Literature of C7H6N2 This article mentions the following:

Boric acid reacts with 1,2-bis(N-methyl-4-pyridinium)glycol diiodide in basic solution to give a pyridoinium chelate which is oxidized by air to give I. I is red in the solid state and yellow in solution In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Electric Literature of C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). 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 C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Practical Chemoselective Acylation: Organocatalytic Chemodivergent Esterification and Amidation of Amino Alcohols with N-Carbonylimidazoles was written by Nelson, Hope;Richard, William;Brown, Hailee;Medlin, Abigail;Light, Christina;Heller, Stephen T.. And the article was included in Angewandte Chemie, International Edition in 2021.Recommanded Product: Pyridinehydrochloride This article mentions the following:

Here, the N-carbonylimidazoles enable catalytic chemodivergent aniline or alc. acylation in the presence of pyridinium ions or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), was reported. Both acylation reactions display high and broad chemoselectivity for the target group. Unprecedented levels of chemoselectivity were observed in the DBU-catalyzed esterification: A single esterification product was obtained from a mol. containing primary aniline, alc., phenol, secondary amide, and N-H indole groups. These acylation reactions are highly practical as they involve only readily available, inexpensive, and relatively safe reagents; can be performed on a multigram scale; and can be used on carboxylic acids directly by in situ formation of the acylimidazole electrophile. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Recommanded Product: Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Recommanded Product: Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Practical Method for Reductive Deuteration of Ketones with Magnesium and D₂O was written by Zhu, Nengbo;Su, Min;Wan, Wen-Ming;Li, Yajun;Bao, Hongli. And the article was included in Organic Letters in 2020.HPLC of Formula: 91-02-1 This article mentions the following:

α-Deuterated diarylmethanols such as Ph₂CD(OH) were prepared chemoselectively and with 72->99% deuteration by reductive deuteration of diaryl ketones such as benzophenone with Mg, BrCH₂CH₂Br, and D₂O in THF at 70°. The method was used to prepare deuterated analogs of fenofibrate, diphenhydramine, and buclizine and precursors to deuterated modafinil and adrafinil. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1HPLC of Formula: 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.HPLC of Formula: 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Development of Phenyl Oligoene-type Firefly Luciferin Analogues with Extended π-Electronic Conjugation for Near-infrared Bioluminescence was written by Kamiya, Genta;Kitada, Nobuo;Saito-Moriya, Ryohei;Obata, Rika;Iwano, Satoshi;Miyawaki, Atsushi;Hirano, Takashi;Maki, Shojiro A.. And the article was included in Chemistry Letters in 2021.Formula: C5H6ClN This article mentions the following:

Firefly bioluminescence, which produces high-efficiency light, is widely used in life science applications. For in vivo bioluminescence imaging, the near-IR range (650-900 nm) is suitable because of its high permeability in deep biol. tissues. In this study, we synthesized new luciferin analogs that emit light at 765 nm using Photinus pyralis luciferase. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Formula: C5H6ClN).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Formula: C5H6ClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Structure activity relationship of pyridoxazinone substituted RHS analogs of oxabicyclooctane-linked 1,5-naphthyridinyl novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents (Part-6) was written by Singh, Sheo B.;Kaelin, David E.;Wu, Jin;Miesel, Lynn;Tan, Christopher M.;Meinke, Peter T.;Olsen, David B.;Lagrutta, Armando;Wei, Changqing;Liao, Yonggang;Peng, Xuanjia;Wang, Xiu;Fukuda, Hideyuki;Kishii, Ryuta;Takei, Masaya;Yajima, Masanobu;Shibue, Taku;Shibata, Takeshi;Ohata, Kohei;Nishimura, Akinori;Fukuda, Yasumichi. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Category: pyridine-derivatives This article mentions the following:

Oxabicyclooctane linked 1,5-naphthyridinyl-pyridoxazinones are novel broad-spectrum bacterial topoisomerase inhibitors (NBTIs) targeting bacterial DNA gyrase and topoisomerase IV at a site different than quinolones. Due to lack of cross-resistance to known antibiotics they present excellent opportunity to combat drug-resistant bacteria. A structure activity relationship of the pyridoxazinone moiety is described in this Letter. Chem. synthesis and activities of NBTIs with substitutions at C-3, C-4 and C-7 of the pyridoxazinone moiety with halogens, alkyl groups and methoxy group has been described. In addition, substitutions of the linker NH proton and its transformation into amide analogs of AM-8085 and AM-8191 have been reported. Fluoro, chloro, and Me groups at C-3 of the pyridoxazinone moiety retained the potency and spectrum. In addition, a C-3 fluoro analog showed 4-fold better oral efficacy (ED₅₀ 3.9 mg/kg) as compared to the parent AM-8085 in a murine bacteremia model of infection of Staphylococcus aureus. Even modest polarity (e.g., methoxy) is not tolerated at C-3 of the pyridoxazinone unit. The basicity and NH group of the linker is important for the activity when CH₂ is at the linker position-8. However, amides (with linker position-8 ketone) with a position-7 NH or N-Me group retained potency and spectrum suggesting that neither basicity nor hydrogen-donor properties of the linker amide NH is essential for the activity. This would suggest likely an altered binding mode of the linker position-7,8 amide containing compounds The amides showed highly improved hERG (functional IC₅₀ >30 μM) profile. In the experiment, the researchers used many compounds, for example, 3-Fluoro-4-methylpyridine (cas: 399-88-2Category: pyridine-derivatives).

3-Fluoro-4-methylpyridine (cas: 399-88-2) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem