Day: January 4, 2023

Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis was written by Wang, Jian;Li, Yan-Hui;Pan, Song-Cheng;Li, Ming-Fang;Du, Wenting;Yin, Hong;Li, Jing-Hua. And the article was included in Organic Process Research & Development in 2020.Recommanded Product: 3,5-Dibromo-2-hydroxypyridine This article mentions the following:

The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl₂ has been effectively performed by refluxing with 5 weight % 4-(dimethylamino)pyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Recommanded Product: 3,5-Dibromo-2-hydroxypyridine).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) 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. 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.Recommanded Product: 3,5-Dibromo-2-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zn-promoted regio- and sequence-selective one-pot joining reactions of three components: vinylpyridines, alkyl iodides, and carbonyl compounds (or nitriles) was written by Mineyama, Kenji;Maekawa, Hirofumi;Kohsaka, Akihiro;Yamamoto, Yoshimasa;Nishiguchi, Ikuzo. And the article was included in Tetrahedron in 2009.Application of 27876-24-0 This article mentions the following:

Addition of alkyl iodides into the solution containing 2-(or 4-)vinylpyridine and carbonyl compounds in the presence of Zn-powder (99.9%) in acetonitrile under refluxing brought about regio- and sequence-selective joining reaction of three components to give the corresponding (2-hydroxyethyl)pyridines e.g. I, in good to moderate yields. On the other hand, 2-(2- or 4-pyridyl)ethyl alkyl ketones e.g. II, were obtained from the similar joining reaction of three components by addition of alkyl iodides into the solution of 2-(or 4-)vinylpyridine, and nitriles in toluene containing Zn-powder (99.9%) under the similar reaction conditions. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Application of 27876-24-0).

4-Hexylpyridine (cas: 27876-24-0) 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Application of 27876-24-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tetraalkylammonium-based ionic liquids for a RuCl₃ catalyzed C-H activated homocoupling was written by Muntzeck, Maren;Pippert, Felix;Wilhelm, Rene. And the article was included in Tetrahedron in 2020.Application of 4373-61-9 This article mentions the following:

[BuEt₃N][NTf₂] Could be a superior ionic liquid in a RuCl₃ catalyzed oxidative C-H activation reaction compared to standard imidazolium-based ionic liquids The tetraalkylammonium-based ionic liquid resulted in higher yields. This could be due to the absence of a possible C-H activation on the tetraalkylammonium-based ionic liquid itself. This side reaction could occur with imidazolium-based ionic liquids The ionic liquid could be recycled and different oxidation agents could be used in the reaction. The best results were obtained with FeCl₃ · 6H₂O and with a combination of LiCl under an oxygen atm. Up to 83% yield were obtained in the homocoupling of 2-arylpyridines. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Application of 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. 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.Application of 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-Catalyzed Asymmetric Dearomatization of Indoles via Decarbonylative Heck-Type Reaction of Thioesters was written by Han, Ming-Liang;Huang, Wei;Liu, Yu-Wen;Liu, Min;Xu, Hui;Xiong, Hai;Dai, Hui-Xiong. And the article was included in Organic Letters in 2021.Product Details of 257937-08-9 This article mentions the following:

We report herein a palladium-catalyzed ligand-promoted asym. dearomatization of indoles via the decarbonylation of thioesters and the subsequent reductive Heck reaction. This protocol provides a facile and efficient way to construct an aza-quaternary stereocenter at the C2 position of indolines. A variety of functional groups and substitutions could be well tolerated, affording the substituted indolines with high enantioselectivities. In the experiment, the researchers used many compounds, for example, tert-Butyl (3-bromopyridin-4-yl)carbamate (cas: 257937-08-9Product Details of 257937-08-9).

tert-Butyl (3-bromopyridin-4-yl)carbamate (cas: 257937-08-9) 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. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Product Details of 257937-08-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Magnetic biochar obtained through catalytic pyrolysis of macroalgae: A promising anode material for Li-ion batteries was written by Salimi, Pejman;Norouzi, Omid;Pourhoseini, S. E. M.;Bartocci, Pietro;Tavasoli, Ahmad;Di Maria, Francesco;Pirbazari, S. M.;Bidini, Gianni;Fantozzi, Francesco. And the article was included in Renewable Energy in 2019.Recommanded Product: 626-64-2 This article mentions the following:

In this work, Cladophora glomerata, a harmful seaweed, is converted into an olive-shaped magnetic biochar by a slow pyrolysis process catalyzed by iron. The resultant magnetic biochar has a high surface area of 296.4 m² g^-1 with a carbon-rich structure that makes it suitable to be used as an electrode in Li-ion batteries. The catalytic pyrolysis process showed significant effect on steam reforming, ketonization and deoxygenation and/or denitrogenation reactions. The overall quality of the pyrolysis products increases: the gas contains a higher percentage of hydrogen (up to 22%), while the oil is enriched in furans (with a selectivity of about 14%). The electrochem. behavior of magnetic biochar has been also evaluated, using galvanostatic charge-discharge, cyclic voltammetry (CV), and electrochem. impedance spectroscopy (EIS) analyses. The electrochem. results indicated a higher initial specific discharge capacity (740 mAh g^-1) and great cyclic stability for magnetic electrode as compared to the biochar electrode. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Recommanded Product: 626-64-2).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of âˆ?8.7 × 10âˆ? cm3·molâˆ?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·molâˆ? in the liquid phase and 140.4 kJ·molâˆ? 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.Recommanded Product: 626-64-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Novel poly(ether sulfone) with tetraphenyl bipyrimidine unit for gas separation was written by Han, Xiaocui;Jin, Sizhuo;Zhang, Jianrui;Yue, Cheng;Zhang, Haibo;Pang, Jinhui;Jiang, Zhenhua. And the article was included in Polymer in 2020.Category: pyridine-derivatives This article mentions the following:

A series of poly(ether sulfone) (PES) containing the tetra-Ph bipyrimidine unit (PES-TPhbpy-x) was prepared by nucleophilic polycondensation to improve the gas separation performance of PES. PES-TPhbpy-x exhibited a high mol. weight, excellent mech. properties, and could form robust membranes. With increasing TPhbpy unit content in PES-TPhbpy-x, the glass transition temperature and heat resistance increased. WAXD anal. revealed that the d-spacing of PES-TPhbpy-x is larger than that of PES. TPhbpy unit could hinder the polymer chain packing and enhance the rigidness of the polymers. Compared with PES, PES-TPhbpy-x exhibited an excellent gas separation performance. The CO₂ permeability of the PES-TPhbpy-100 increased by 570%, and the CO₂/N₂ selectivity and CO₂/CH₄ selectivity increased by 49% and 50%, resp. PES-TPhbpy-100 could form a membrane by the hot-press method. The CO₂ permeability of the PES-TPhbpy-100 membrane prepared by the hot-press method was 12.81 barrer. The CO₂/N₂ and CO₂/CH₄ selectivities were 32.0 and 37.7, which were 27% and 35% higher than those of the PES membrane, resp. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Category: pyridine-derivatives).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cobalt-Catalyzed Mild Ring-Opening Addition of Arenes C-H Bond to 7-Oxabicyclic Alkenes was written by Muralirajan, Krishnamoorthy;Prakash, Sekar;Cheng, Chien-Hong. And the article was included in Advanced Synthesis & Catalysis in 2017.Electric Literature of C12H11N This article mentions the following:

A mild approach for a Cp*Co(III)-catalyzed C-H naphthylation of arenes by 7-oxabicyclic alkenes has been developed. In some cases, intermediate products with a 1,2-dihydronaphthalen-1-ol group have been isolated at room temperature in good yield. The catalytic reaction proceeds via C-H activation, insertion, β-oxygen elimination, protonation, and dehydration, resp. These simple protocols, featuring mild conditions and tolerance of functional groups, exhibit great potential for a variety of synthetic applications. 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. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. 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. Electric Literature of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and stereochemistry of quinolizidine and the monomethylquinolizidines, and of their salts and quaternary salts was written by Moynehan, T. M.;Schofield, K.;Jones, Richard A. Y.;Katritzky, A. R.. And the article was included in Journal of the Chemical Society in 1962.Electric Literature of C7H6N2 This article mentions the following:

Infrared and proton resonance spectra of quinolizidine and both racemic forms of 1-, 2-, 3-, and 4-methylquinolizidine indicate that in all except one of these compounds the ring system exists predominantly in the trans fused conformation. The exception is that 4-methylquinolizidine in which the 10- and 4-hydrogen atom are trans with respect to each other; this compound appears to adopt preferentially the conformation in which the rings are cis fused and the methyl group is equatorial. The stereochemistry of the proton salts of these bases is very similar to that of the free bases. The two possible methiodides of quinolizidine have been obtained, one by quaternization of quinolizidine, the other by cyclization of 2-iodo-4-butyl-1-methylpiperidine. Proton resonance spectra of the methiodides indicate that the one formed by direct quaternization contains the trans fused ring structure, arid that formed by cyclization the cis fused ring structure. Generally, quaternization of methylquinolizidines which contain in the trans fused conformation an axial methyl group on the same side of the molecule as the nitrogen lone-pair leads to salts with the cis fused ring configuration. The problem of the size of the nitrogen lonepair is discussed. 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. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. 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. Electric Literature of C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Selective CB2 receptor agonists. Part 2: Structure-activity relationship studies and optimization of proline-based compounds was written by Riether, Doris;Zindell, Renee;Wu, Lifen;Betageri, Raj;Jenkins, James E.;Khor, Someina;Berry, Angela K.;Hickey, Eugene R.;Ermann, Monika;Albrecht, Claudia;Ceci, Angelo;Gemkow, Mark J.;Nagaraja, Nelamangala V.;Romig, Helmut;Sauer, Achim;Thomson, David S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Electric Literature of C6H3FN2 This article mentions the following:

Through a ligand-based pharmacophore model (S)-proline based compounds were identified as potent cannabinoid receptor 2 (CB2) agonists with high selectivity over the cannabinoid receptor 1 (CB1). Structure-activity relationship investigations for this compound class lead to oxo-proline compounds I and II which combine an impressive CB1 selectivity profile with good pharmacokinetic properties. In a streptozotocin induced diabetic neuropathy model, II demonstrated a dose-dependent reversal of mech. hyperalgesia. In the experiment, the researchers used many compounds, for example, 6-Fluoronicotinonitrile (cas: 3939-12-6Electric Literature of C6H3FN2).

6-Fluoronicotinonitrile (cas: 3939-12-6) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Electric Literature of C6H3FN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nucleophilic Substitution in Carboxylic Esters in Oil-In-Water Microemulsions was written by Mirgorodskaya, A. B.;Kudryavtseva, L. A.. And the article was included in Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) in 2002.Safety of 1-Dodecylpyridin-1-ium bromide This article mentions the following:

In hydrolysis and aminolysis of p-nitrophenyl esters of carboxylic acids in oil-in-water microemulsions on the basis of surfactants of various nature, a complex mechanism of the effect of the medium is operative, including shift of acid-base equilibrium in the nucleophile. The rate constants of the processes studied are quant. related to the surface potential of the microdroplet. Varied hydrophobicity of the nucleophile and substrate changes the site of the reaction act and the relative contributions of aminolysis and hydrolysis. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Safety of 1-Dodecylpyridin-1-ium bromide).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of 1-Dodecylpyridin-1-ium bromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem