Day: January 30, 2023

Regio- and Stereoselective Alkylboration of Endocyclic Olefins Enabled by Nickel Catalysis was written by Ding, Chao;Ren, Yaoyu;Sun, Caocao;Long, Jiao;Yin, Guoyin. And the article was included in Journal of the American Chemical Society in 2021.Application In Synthesis of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate This article mentions the following:

Whereas there is a significant interest in the rapid construction of diversely substituted saturated heterocycles, direct and modular access is currently limited to the mono-, 2,3-, or 3,4-substitution pattern. This Communication describes the straightforward and modular construction of 2,4-substituted saturated heterocycles from readily available materials in a highly stereo- and regioselective manner, which sets the stage for numerous readily accessible drug motifs. The strategy relies on chain walking catalysis. In the experiment, the researchers used many compounds, for example, tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4Application In Synthesis of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate).

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate (cas: 85838-94-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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 In Synthesis of tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Development of an ethanolic two-phase system (ETPS) based on polypropylene glycol 2000 + ethylene glycol + ethanol for separation of hydrophobic compounds was written by Buarque, Filipe Smith;Soares, Cleide Mara Faria;de Souza, Ranyere Lucena;Pereira, Matheus Mendonca;Lima, Alvaro Silva. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Product Details of 125652-55-3 This article mentions the following:

This work reports, for the first time, an Ethanolic Two-Phase System (ETPS) based on polypropylene glycol 2000 (PPG 2000), mono-, di-, tri-ethylene glycol, and ethanol. An ionic liquid (IL) (1-butyl-3-methylpyridinium chloride) was used as an adjuvant. This ETPS shows promising results for the extraction of highly hydrophobic compounds Bixin (model of hydrophobic compounds) migrates completely to the PPG 2000-rich phase, while ascorbic acid (hydrophilic compound) migrated to the opposite phase. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Product Details of 125652-55-3).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) 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. 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. Product Details of 125652-55-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of 2,2,6-trimethyl-1,3-dioxin-4-one with isoquinolinium and pyridinium ylides was written by Sato, Masayuki;Kanuma, Norio;Kato, Tetsuzo. And the article was included in Chemical & Pharmaceutical Bulletin in 1982.Synthetic Route of C7H7ClN2 This article mentions the following:

The reactions of diketene-acetone adduct [2,2,6-trimethyl-1,3-dioxin-4-one (I)] with heterocyclic ylides were studied. Heating I with isoquinolinium bis(ethoxycarbonyl)methylide gave pyrroloisoquinoline II (R = CO₂Et). Similarly, isoquinolinium cyano(ethoxycarbonyl)methylide and phenacylide gave pyrroloisoquinolinecarbonitrile III and II (R = Bz), resp. Isoquinolinium dicyanomethylide reacted with I to give bis(methyloxooxazinyl)methylide IV. Pyridinium ylides similarly reacted with I to give indolizines and oxazinylmethylides. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Synthetic Route of C7H7ClN2).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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. 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 C7H7ClN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Aerobic oxidation of phenol to quinone with copper chloride as catalyst in ionic liquid was written by Sun, Hongjian;Li, Xiaoyan;Sundermeyer, Joerg. And the article was included in Journal of Molecular Catalysis A: Chemical in 2005.Application of 125652-55-3 This article mentions the following:

Aerobic oxidation of 2,3,6-trimethyl-phenol to trimethyl-1,4-benzoquinone with 2.5 mol% copper(II) chloride as catalyst in ionic liquid 1-n-butyl-3-methyl-imidazolium chloride, [BMIm]Cl, with n-butanol as co-solvent affording 86% yield provides a new alternative to the copper(II) chloride catalyzed aerobic oxidation The advantage of this catalytic system is that only a catalytic amount of copper(II) chloride is necessary. This catalytic system is also applicable for oxidation of 2-methyl-1-naphthol to 2-methyl-1,4-naphthoquinone. This catalytic reaction was systematically investigated in the presence of various Cu (II) salts, ionic liquids, temperatures, O pressures, n-butanol concentrations, catalyst amounts, N-heteroaromatic compound cocatalysts, and reaction times. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Application of 125652-55-3).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) 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, 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. Application of 125652-55-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ru(II) complexes of tetradentate ligands related to 2,9-di(pyrid-2′-yl)-1,10-phenanthroline was written by Zhang, Gang;Zong, Ruifa;Tseng, Huan-Wei;Thummel, Randolph P.. And the article was included in Inorganic Chemistry in 2008.Related Products of 89978-52-9 This article mentions the following:

1,10-Phenanthrolines were prepared having addnl. ligating substituents at the 2,9-positions. These substituents were either a 4-substituted pyrid-2-yl, quinolin-2-yl, 1,8-naphthyrid-2-yl, N-Me imidazo-2-yl, or N-Me benzimidazo-2-yl group. Addnl., 3,6-di-(pyrid-2′-yl)-dipyrido[3,2-a:2′,3′-c]phenazine was prepared All but two of these ligands coordinated Ru(II) in a tetradentate equatorial fashion with two 4-methylpyridines bound in the axial sites. An x-ray structure anal. of the diimidazolyl system indicates considerable distortion from square planar geometry in the equatorial plane. Previously reported variations in the axial ligand for such complexes appear to have a stronger effect on the electronic absorption and redox properties of the system than similar changes in the equatorial ligand. In the presence of excess Ce(IV) as a sacrificial oxidant at pH 1, all the systems examined catalyze the decomposition of H₂O to generate O. Turnover numbers are modest, ranging from 146 to 416. In the experiment, the researchers used many compounds, for example, Ethyl 2-bromoisonicotinate (cas: 89978-52-9Related Products of 89978-52-9).

Ethyl 2-bromoisonicotinate (cas: 89978-52-9) 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. 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.Related Products of 89978-52-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents was written by Tung, Yen-Shih;Coumar, Mohane Selvaraj;Wu, Yu-Shan;Shiao, Hui-Yi;Chang, Jang-Yang;Liou, Jing-Ping;Shukla, Paritosh;Chang, Chun-Wei;Chang, Chi-Yen;Kuo, Ching-Chuan;Yeh, Teng-Kuang;Lin, Chin-Yu;Wu, Jian-Sung;Wu, Su-Ying;Liao, Chun-Chen;Hsieh, Hsing-Pang. And the article was included in Journal of Medicinal Chemistry in 2011.Related Products of 24103-75-1 This article mentions the following:

Utilizing scaffold-hopping drug-design strategy, we sought to identify a backup drug candidate for BPR0L075 I, an indole-based anticancer agent. For this purpose, 5,6-fused bicyclic heteroaromatic scaffolds were designed and synthesized through shuffling of the nitrogen from the N-1 position or by insertion of one or two nitrogen atoms into the indole core of I. Among these, 7-azaindole core II showed potent in vitro anticancer activity and improved oral bioavailability (F = 35%) compared with I (F < 10%). In the experiment, the researchers used many compounds, for example, 4-Methoxy-2-methylpyridine (cas: 24103-75-1Related Products of 24103-75-1).

4-Methoxy-2-methylpyridine (cas: 24103-75-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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.Related Products of 24103-75-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-catalyzed oxidative acylation of 2-phenoxypyridines with alcohols via C-H bond activation was written by Kim, Minyoung;Sharma, Satyasheel;Park, Jihye;Kim, Mirim;Choi, Yeonhee;Jeon, Yukyoung;Kwak, Jong Hwan;Kim, In Su. And the article was included in Tetrahedron in 2013.Application of 4783-68-0 This article mentions the following:

A palladium-catalyzed oxidative acylation of 2-phenoxypyridines with benzylic and aliphatic alcs. via C-H bond activation is described. This protocol represents direct access to biol. active ortho-acylphenol derivatives, and provides new opportunities to use readily available alcs. as starting materials for catalytic acylation reactions. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Application of 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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. 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.Application of 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lanthanoid-Based Ionic Liquids Incorporating the Dicyanonitrosomethanide Anion was written by Chesman, Anthony S. R.;Yang, Mei;Spiccia, Nicolas D.;Deacon, Glen B.;Batten, Stuart R.;Mudring, Anja-Verena. And the article was included in Chemistry – A European Journal in 2012.Safety of 1-Butyl-4-methylpyridin-1-ium bromide This article mentions the following:

A series of low-melting-point salts with hexakisdicyanonitrosomethanidolanthanoidate anions has been synthesized and characterized: (C₂mim)₃[Ln(dcnm)₆] (1 Ln; 1 Ln=1 La, 1 Ce, 1 Pr, 1 Nd), (C₂C₁mim)₃[Pr(dcnm)₆] (2 Pr), (C₄C₁pyr)₃[Ce(dcnm)₆] (3 Ce), (N₁₁₁₄)₃[Ln(dcnm)₆] (4 Ln; 4 Ln=4 La, 4 Ce, 4 Pr, 4 Nd, 4 Sm, 4 Gd), and (N_1112OH)₃[Ce(dcnm)₆] (5 Ce) (C₂mim=1-ethyl-3-methylimidazolium, C₂C₁mim=1-ethyl-2,3-dimethylimidazolium, C₄C₁py=N-butyl-4-methylpyridinium, N₁₁₁₄=butyltrimethylammonium, N_1112OH=2-(hydroxyethyl)trimethylammonium=choline). X-ray crystallog. was used to determine the structures of complexes 1 La, 2 Pr, and 5 Ce, all of which contain [Ln(dcnm)₆]^3- ions. Complexes 1 Ln and 2 Pr were all ionic liquids (ILs), with complex 3 Ce melting at 38.1 °C, the lowest m.p. of any known complex containing the [Ln(dcnm)₆]^3- trianion. The ammonium-based cations proved to be less suitable for forming ILs, with complexes 4 Sm and 4 Gd being the only salts with the N₁₁₁₄ cation to have m.ps. below 100 °C. The choline-containing complex 5 Ce did not melt up to 160 °C, with the increase in m.p. possibly being due to extensive hydrogen bonding, which could be inferred from the crystal structure of the complex. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Safety of 1-Butyl-4-methylpyridin-1-ium bromide).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) 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). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of 1-Butyl-4-methylpyridin-1-ium bromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cu(I)/sucrose-catalyzed hydroxylation of arenes in water: the dual role of sucrose was written by Watanabe, Kohei;Takagi, Mio;Watanabe, Ayako;Murata, Shigeo;Takita, Ryo. And the article was included in Organic & Biomolecular Chemistry in 2020.SDS of cas: 51834-97-0 This article mentions the following:

A protocol for the hydroxylation of aryl halides catalyzed by copper(I) and sucrose in neat water was developed. The dual role of sucrose, the reaction pathway, and the high selectivity for hydroxylation were investigated using a combination of exptl. and theor. techniques. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0SDS of cas: 51834-97-0).

5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) 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.SDS of cas: 51834-97-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A counteranion triggered arylation strategy using diaryliodonium fluorides was written by Chan, L.;McNally, A.;Toh, Q. Y.;Mendoza, A.;Gaunt, M. J.. And the article was included in Chemical Science in 2015.Recommanded Product: 4783-68-0 This article mentions the following:

A mild and transition metal-free counteranion triggered arylation strategy was developed using diaryliodonium fluorides. The fluoride counteranion within the hypervalent iodonium species displayed unusual reactivity that activates a phenolic O-H bond leading to electrophilic O-arylation. A wide range of phenols and diaryliodonium salts were compatible with this transformation under remarkably mild conditions. Furthermore, this strategy demonstrated the compatibility of the arylation tactic with latent carbon nucleophiles. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Recommanded Product: 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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.Recommanded Product: 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem