Month: December 2022

Pyridinium ylides in synthesis. II. Acylation and the synthesis of β-dicarbonyl compounds was written by Henrick, C. A.;Ritchie, E.;Taylor, Walter Charles. And the article was included in Australian Journal of Chemistry in 1967.Safety of 1-(Cyanomethyl)pyridin-1-ium chloride This article mentions the following:

The acylation of N-pyridinium ylides with acid chlorides or anhydrides yields C-acylated ylides which may be reductively cleaved to yield β-diketones or β-keto esters, depending on the starting materials. The uv, ir, and N.M.R. spectra of the ylides are discussed. 34 references. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Safety of 1-(Cyanomethyl)pyridin-1-ium chloride).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Safety of 1-(Cyanomethyl)pyridin-1-ium chloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of aromatic N-oxides with dipolarophiles. XVII. Cycloaddition behavior of allenes toward pyridine N-oxides and formation of azetidine-type cycloadduct was written by Matsuoka, Toshikazu;Hasegawa, Tomoaki;Harano, Kazunobu;Hisano, Takuzo. And the article was included in Heterocycles in 1992.Recommanded Product: 3,5-Dimethylpyridine 1-oxide This article mentions the following:

Reaction of 3,5-dimethylpyridine N-oxide with PhSO₂CH:C:CH₂ in CHCl₃ at room temperature gave a mixture of the 1:1 [1,5]-sigmatropic rearrangement product I and 1:2 azetidine-type cycloadduct II. The structure of II was determined by single crystal x-ray anal. The reaction behavior and the regioselectivity are discussed in terms of the frontier MO considerations. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Recommanded Product: 3,5-Dimethylpyridine 1-oxide).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) 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. 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.Recommanded Product: 3,5-Dimethylpyridine 1-oxide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electrochemically enabled rhodium-catalyzed [4+2] annulations of arenes with alkynes was written by Wang, Zi-Chen;Li, Rui-Tao;Ma, Qiang;Chen, Jia-Yi;Ni, Shao-Fei;Li, Ming;Wen, Li-Rong;Zhang, Lin-Bao. And the article was included in Green Chemistry in 2021.COA of Formula: C12H11N This article mentions the following:

Electrochem. driven, Rh(III)-catalyzed regioselective annulations of arenes with alkynes was established. The strategy, combining the use of a rhodium catalyst with electricity, not only avoided the need for using a stoichiometric amount of external oxidant, but also ensured that the transformations proceeded under mild and green conditions, which enabled broad functional group compatibility with a variety of substrates, including drugs and pharmaceutical motifs. Moreover, the electrolysis reaction was made operationally simple by employing an undivided cell and proceeded efficiently in aqueous solution in air. 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. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.COA of Formula: C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and SAR study of pyrrolo[3,4-b]pyridin-7(6H)-one derivatives as melanin concentrating hormone receptor 1 (MCH-R1) antagonists was written by Lim, Chae Jo;Kim, Ji Young;Lee, Byung Ho;Oh, Kwang-Seok;Yi, Kyu Yang. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.COA of Formula: C8H9NO2 This article mentions the following:

The discovery and optimization of novel pyrrolo[3,4-b]pyridin-7(6H)-one MCH-R1 antagonists are described. A systematic SAR study probing the effects of aryl-, benzyl- and arylthio-substituents at the 2-position of the pyrrolo[3,4-b]pyridin-7(6H)-ones led to identification of the 2-[(4-fluorophenyl)thio] derivative 7b as a highly potent MCH-R1 antagonist. This compound also has favorable pharmacokinetic properties along with a high metabolic stability and a minimal impact on CYP isoforms and hERG. In the experiment, the researchers used many compounds, for example, Methyl 3-methylpicolinate (cas: 59718-84-2COA of Formula: C8H9NO2).

Methyl 3-methylpicolinate (cas: 59718-84-2) 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. 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.COA of Formula: C8H9NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Studies on 2,5-disubstituted-1,3,4-oxadiazoles. Part-I. Preparation and antimicrobial activity of 2-aryl-5-(4′-benzenesulfonamidophenyl)/(4′-pyridyl)-1,3,4-oxadiazoles was written by Pachhamia, V. L.;Parikh, A. R.. And the article was included in Journal of the Indian Chemical Society in 1989.Reference of 15420-02-7 This article mentions the following:

Fifty-two title compounds I and II (R = Ph, substituted Ph, cinnamyl, 4-hydroxycinnamyl, 3-pyridyl, 4-pyridyl) were prepared by cyclocondensation of 4-(PhSO₂NH)C₆H₄CONHNH₂ or isoniazide (III) with RCO₂H in POCl₃. Most of the compounds showed good activity against different strains of bacteria and fungi. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Reference of 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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). 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.Reference of 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

3D QSAR studies of long chain quartenary ammonium derivatives as soft anti-bacterial agents was written by Jacob, Blessy;Bisht, Lata K.;Naveen, S.;David, Deena;Antony, Anjana. And the article was included in International Journal of Applied Pharmaceutical and Biological Research in 2016.Synthetic Route of C17H30BrN This article mentions the following:

Quant. structure activity relationship studies have been conducted on a series (19 compounds) of long chain quaternary ammonium derivatives using Chem Office v 8.0 software. The best predictions have been obtained for antibacterial activity (r= 0.9, r2=0.91, Boots strapping r2=0.8). Both equations are validated by a test set of compounds and give satisfactory predictive r2 values of 0.9 resp. The equations selected emphasized the importance of Dipole, Non Vander Wall energy on biol. activity i.e. Dipole moment, and Non VDW energy of mol. might be influencing the selective antibacterial activity. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Synthetic Route of C17H30BrN).

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. 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. Synthetic Route of C17H30BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones was written by Zhou, Xukai;Xu, Yan;Dong, Guangbin. And the article was included in Journal of the American Chemical Society in 2021.Name: 4-Methylpicolinonitrile This article mentions the following:

The dehydroacylation of ketones to olefins was realized under mild conditions, which exhibited a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N’-methylpicolinohydrazonamide (MPHA) reagent was key to enable efficient cleavage of ketone C-C bonds at room temperature Diverse alkyl- and aryl-substituted olefins, dienes and special alkenes were generated with broad functional group tolerance. Strategic applications of this method were also demonstrated. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Name: 4-Methylpicolinonitrile).

4-Methylpicolinonitrile (cas: 1620-76-4) 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.Name: 4-Methylpicolinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of 1,3,6-Trisubstituted Azulenes was written by Leino, Teppo O.;Baumann, Marcus;Yli-Kauhaluoma, Jari;Baxendale, Ian R.;Wallen, Erik A. A.. And the article was included in Journal of Organic Chemistry in 2015.Product Details of 65350-59-6 This article mentions the following:

We have developed a short, general synthetic route to 1,3,6-trisubstituted azulenes. The key intermediate, 6-methylazulene, was synthesized from readily available and inexpensive starting materials in 63% yield over two steps. The Me group of 6-methylazulene was then used as a synthetic handle to introduce different substituents at the 6-position via two different methods. Subsequently, the 1- and 3-positions were substituted with addnl. functional handles, such as formyl, chloromethyl ketone, and iodide. The efficiency of the synthetic route was demonstrated by preparing a collection of three different products with the best demonstrated yield 33% over seven steps. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Product Details of 65350-59-6).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) 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.Product Details of 65350-59-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

2-(Anilinomethyl)imidazolines as α_1A Adrenergic Receptor Agonists: 2′-Heteroaryl and 2′-Oxime Ether Series was written by Navas, Frank;Bishop, Michael J.;Garrison, Deanna T.;Hodson, Stephen J.;Speake, Jason D.;Bigham, Eric C.;Drewry, David H.;Saussy, David L.;Liacos, James H.;Irving, Paul E.;Gobel, M. Jeffrey. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2002.HPLC of Formula: 175205-82-0 This article mentions the following:

A series of 2′-heteroaryl and 2′-oxime anilinomethylimidazolines was prepared and evaluated in in vitro functional assays for cloned human α_1A, α_1B, and α_1D receptor subtypes. Potent and selective α_1A agonists have been identified in these series. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0HPLC of Formula: 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) 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). 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. HPLC of Formula: 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pyridine hydrochloride-promoted C-C bond cleavage approach: A metal-free and peroxide-free facile method for the synthesis of amide derivatives was written by Liu, Aqin;Li, Yanwu;Zhang, Xiuyu;Kuang, Qiulin;Li, Suzhen;Liao, Siwei;Huang, Xin;Wang, Yin;Xu, Ping;Wu, Huili;Guo, Mengyi;Ma, Wanqian;Song, Yibo;Hu, Xueyuan;Yuan, Jianyong. And the article was included in Tetrahedron Letters in 2022.Application of 628-13-7 This article mentions the following:

An efficient method for the synthesis of amide derivatives RNHC(O)R¹ (R = Ph, 2-OHC₆H₄, 2-OH-5-MeC₆H₃, etc.; R¹ = Me, Et) by the direct reactions of aromatic amines RNH₂ with 1,3-diketones R¹C(O)CH₂C(O)R² (R² = Me, Et, Ph, etc.)promoted by pyridine hydrochloride under metal-free and solvent-free conditions was reported. This transformation was accomplished by cleavage of C-C bond in the presence of pyridine hydrochloride as additive, which excludes the use of transition-metals and harsh reaction conditions. This method has a broad substrate scope and good tolerance for sensitive functional groups. A multi-gram scale reaction is also performed to ensure the scalability of the reaction. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Application of 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) 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.Application of 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem