Tag: 100-200

Nickel-catalyzed decyanation of inert carbon-cyano bonds was written by Patra, Tuhin;Agasti, Soumitra;Akanksha;Maiti, Debabrata. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2013.Category: pyridine-derivatives This article mentions the following:

A nickel catalyzed decyanation of aryl cyanides and aliphatic cyanides with hydrosilane as a hydride source [i.e., 1,1,3,3-tetramethyldisiloxane] has been developed. This method is easy to handle, scalable and can be carried out without a glove box. The method was applied in a cyanide directed functionalization reaction and α-substitution of benzyl cyanide. The synthesis of the target compounds was achieved using as starting materials 1,4-dibutoxy-2,3-naphthalenedicarbonitrile, 6-methoxy-2-naphthalenecarbonitrile, 2-cyanobenzoic acid Et ester, [1,1′-biphenyl]-4-carbonitrile, 4-benzoylbenzonitrile, 6-phenoxy-2-pyridinecarbonitrile, 2-(1H-pyrrol-1-yl)benzonitrile, 2-(1H-indol-1-yl)benzonitrile, 1-(phenylmethyl)-1H-indole-3-carbonitrile, 4-hydroxybenzeneacetonitrile, α-octylbenzeneacetonitrile, dodecanenitrile, benzenepropanenitrile, etc. The decyanation of 1,4-dibutoxy-2,3-naphthalenedicarbonitrile (I) gave 1,4-dibutoxy-2-naphthalenecarbonitrile (II). In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Category: pyridine-derivatives).

2-Phenoxypyridine (cas: 4783-68-0) 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Determination of the binding situation of pyridine in xylan sulfates by means of detailed NMR studies was written by Gabriel, Lars;Guenther, Wolfgang;Pielenz, Friederike;Heinze, Thomas. And the article was included in Macromolecular Chemistry and Physics in 2020.SDS of cas: 628-13-7 This article mentions the following:

Xylan sulfate is an important drug to treat interstitial cystitis. Production of the drug by sulfation of the polysaccharide with a sulfating agent like chlorosulfuric acid and pyridine-SO₃ complex in pyridine may lead to products containing pyridine-based impurities. Xylan sulfate containing nitrogen is investigated by different NMR measurements in order to clarify the binding situation of pyridine. The detailed NMR studies allow the conclusion that the pyridine-based impurities are covalently bonded to the reducing end group. Furthermore, the NMR spectroscopic investigation indicates that the side reactions occur at shorter polymer chains only. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7SDS of cas: 628-13-7).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Use of dipolar species under phase-transfer catalysis. Part 1. 1,3-Dipolar cycloaddition in a two-phase system was written by Alvarez-Builla, Julio;Quintanilla, M. Gloria;Abril, Catalina;Gandasegui, M. Teresa. And the article was included in Journal of Chemical Research, Synopses in 1984.COA of Formula: C7H7ClN2 This article mentions the following:

Eleven indolizines were prepared in 18-82% yield by 1,3-dipolar cycloaddition of pyridinium ylides with RCCCO₂Me (R = MeO₂C, Ph) in a 2-phase system. Addition of MeO₂CCCCO₂Me to N-(methoxycarbonylmethyl)pyridinium chloride and KOH, supported on alumina (1:1) suspended in MeCN, at room temperature for >18 h, followed by dehydrogenation with 5% Pd-C at reflux for 4 h gave 44% indolizine I. Phase-transfer catalysts did not significantly improve the yields. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3COA of Formula: C7H7ClN2).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.COA of Formula: C7H7ClN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of 6-formyl-2-pyridinecarbonitrile was written by Eichinger, K.;Berbalk, H.;Kronberger, H.. And the article was included in Synthesis in 1982.SDS of cas: 1620-76-4 This article mentions the following:

Bromination of 2-cyano-6-methylpyridine with N-bromosuccinimide gave 55% 6-(dibromomethyl)-2-cyanopyridine, which, with AgNO₃, gave 72% 2-cyano-6-formylpyridine, whereas chlorination of 2-cyano-4-methylpyridine with SO₂Cl₂ gave 47% 4-(dichloromethyl)-2-cyanopyridine, which, with AgNO₃, gave 27% 2-(aminocarbonyl)-4-(dichloromethyl)pyridine. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4SDS of cas: 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. SDS of cas: 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Protonation of carbene-stabilized diphosphorus: complexation of HP₂⁺ was written by Wang, Yuzhong;Hickox, Hunter P.;Xie, Yaoming;Wei, Pingrong;Cui, Dongtao;Walter, Melody R.;Schaefer, Henry F. III;Robinson, Gregory H.. And the article was included in Chemical Communications (Cambridge, United Kingdom).SDS of cas: 628-13-7 This article mentions the following:

Reaction of carbene-stabilized diphosphorus, L:P-P:L (5) (L: = :C{N(2,6-Prⁱ₂C₆H₃)CH}₂) with pyridine hydrochloride yields [L:(H)P-P:L]Cl (6), a salt containing the HP₂⁺ cation-the elusive phosphorus analog of the well known diazonium cation, HN₂⁺. In addition to reporting the synthesis and structure, the nature of (6) was further probed by DFT computations. Interestingly, carbenes may be employed to deprotonate (6), affording the starting material (5). In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7SDS of cas: 628-13-7).

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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.SDS of cas: 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Direct ortho-C-H Aminoalkylation of 2-Substituted Pyridine Derivatives Catalyzed by Yttrium Complexes with N,N’-Diarylethylenediamido Ligands was written by Kundu, Abhinanda;Inoue, Mariko;Nagae, Haruki;Tsurugi, Hayato;Mashima, Kazushi. And the article was included in Journal of the American Chemical Society in 2018.HPLC of Formula: 644-98-4 This article mentions the following:

A mixed ligated amidoyttrium complex, Y(NBn₂)(L1)(THF)₂ (L1 = N,N’-bis(2,6-diisopropylphenyl)ethylenediamine), served as a catalyst for addition of the ortho-pyridyl C(sp²)-H bond of 2-substituted pyridines to nonactivated imines; and showed superior catalytic performance compared with Y[N(SiMe₃)₂]₃ and Y[N(SiMe₃)₂]₂(NBn₂)(THF). Concerning the reaction mechanism, a stoichiometric reaction of an alkylyttrium complex, Y(CH₂SiMe₃)(L1)(THF)₂, with 2-ethylpyridine, giving a mixture of (η³-pyridylmethyl)yttrium complex and (η²-pyridyl)yttrium complex along with elimination of SiMe₄. Furthermore, addition of N-(tert-butyl)-2-methylpropan-1-imine to the mixture of yttrium complexes afforded a (pyridylmethylamido)yttrium complex as a single product, and the catalytic activity of the pyridinyl-yttrium complex was comparable to that of Y(NBn₂)(L1)(THF)₂ complex. Kinetic anal. of the aminoalkylation reaction in the presence/absence of HNBn₂ revealed that the reaction rate in the presence of HNBn₂ was four times faster than that without HNBn₂ due to acceleration of the product-eliminating step from the complex by HNBn₂ to regenerate amidoyttrium complex and the product. In addition, it was determined that the catalytic reaction obeyed a first-order rate dependence on the catalyst concentration, independent of the imine concentration, and a second-order rate dependence on the concentration of the pyridine substrate in the reaction system, both with and without HNBn₂. An enantiomerically pure N,N’-diaryl-1,2-diphenylethylenediamido ligand was applied for the C(sp²)-H aminoalkylation reaction in combination with Lu(CH₂SiMe₃)₃(THF)₂ to give chiral aminoalkylated products in moderate yield with good enantioselectivity. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4HPLC of Formula: 644-98-4).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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: 644-98-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nucleophilic aromatic substitution by [¹⁸F]fluoride at substituted 2-nitropyridines was written by Malik, Noeen;Solbach, Christoph;Voelter, Wolfgang;Machulla, Hans-Juergen. And the article was included in Journal of Radioanalytical and Nuclear Chemistry in 2010.Quality Control of 3-Hydroxy-6-methyl-2-nitropyridine This article mentions the following:

For the radiofluorination of benzenes and benzene derivatives, the electrophilic reaction with [¹⁸F]F₂ is a very common route. Yet, aromatic nucleophilic substitution (S_NAr) by n.c.a [¹⁸F]fluoride, which can be produced efficiently in high amounts, has been considered to be very desirable. However, to facilitate ¹⁸F-labeling via S_NAr at an electron rich aromatic system, an appropriate leaving group must be present together with an auxiliary group in ortho or para position to the leaving group. An interesting alternative for the auxiliary group is the heteroatom of a heteroaromatic system, for which pyridine is a leading example. Dolci et al. (J Label Compd Radiopharm 42:975-985, 1999) have evaluated the scope of the nucleophilic aromatic fluorination of 2-substituted pyridine rings using the activated K [¹⁸F]F-K₂₂₂ complex. As Me and methoxy groups are known to enhance the electron d. of an aromatic system by the +I and the +M effect, resp., S_NAr is unlikely to occur. Until now, the effect of these substituents has not been studied towards the ¹⁸F-radiofluorination of substituted 2-nitropyridines by use of [¹⁸F]fluoride. Therefore, we have investigated the effect of methoxy and Me groups in 2-nitropyridines. The results showed that 3-methoxy-2-nitropyridine and 3-methyl-2-nitropyridine can efficiently be substituted by [¹⁸F]fluoride with high RCY’s (70-89%) in short reaction times (1-30 min) at a reaction temperature of 140 °C. Moreover, 3-methoxy-6-methyl-2-[¹⁸F]fluoropyridine was obtained from the corresponding nitro-precursor in a high yield of 81 ± 1% after 30 min at 140 °C. In case of 2-nitropyridines data indicates the effect of Me and methoxy groups on S_NAr to be of minor importance. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2Quality Control of 3-Hydroxy-6-methyl-2-nitropyridine).

3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2) 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. Quality Control of 3-Hydroxy-6-methyl-2-nitropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Versatile and robust C-C activation by chelation-assisted manganese catalysis was written by Wang, Hui;Choi, Isaac;Rogge, Torben;Kaplaneris, Nikolaos;Ackermann, Lutz. And the article was included in Nature Catalysis in 2018.Recommanded Product: 4373-61-9 This article mentions the following:

C-H activation has been recognized as an increasingly viable tool in mol. sciences, but organometallic C-C activation is scarce, and limited to precious and toxic metal catalysts. Herein, versatile C-C activations by a robust base-metal catalyst in water has been disclosed. Thus, an inexpensive manganese(I) catalyst enabled C-C functionalizations with excellent levels of chemo- and position-selectivities, setting the stage for versatile C-C allylations, C-C alkenylations and C-C alkylations in water. The manganese(I) catalyst outperformed commonly used copper, iron, palladium, rhodium and ruthenium complexes, and the C-C activations occurred on steroid and amino acid motifs. Detailed kinetic and computational studies provided strong support for a kinetically relevant C-C manganesation. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Recommanded Product: 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. 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.Recommanded Product: 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Original synthesis of radiolabeling precursors for batch and on resin one-step/late-stage radiofluorination of peptides was written by Richard, Mylene;Specklin, Simon;Roche, Melanie;Hinnen, Francoise;Kuhnast, Bertrand. And the article was included in Chemical Communications (Cambridge, United Kingdom).Reference of 3939-12-6 This article mentions the following:

Radiolabeling of peptides with fluorine-18 is hurdled by their chem. sensitivity and complicated processes. Original triflyl-pyridine intermediates afforded ammonium precursors that were radiolabeled at low temperature From that study, a generic tag has been designed to allow a simple one-step/late-stage radiolabelling of peptides. The strategy has been transposed to an automated “on-resin” radiolabelling. In the experiment, the researchers used many compounds, for example, 6-Fluoronicotinonitrile (cas: 3939-12-6Reference of 3939-12-6).

6-Fluoronicotinonitrile (cas: 3939-12-6) 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.Reference of 3939-12-6

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The deoxydative substitution of pyridine N-oxides. Part XVI. Carbon-13 spectra of some tetrahydropyridines. The structure of the tetrahydropyridines from 3,5-lutidine 1-oxide and mercaptans in acetic anhydride was written by Kokosa, John M.;Chu, Ih;Bauer, Ludwig;Egan, Richard S.. And the article was included in Journal of Heterocyclic Chemistry in 1978.Computed Properties of C7H9NO This article mentions the following:

The reaction of 3,5-lutidine 1-oxide (I) with Me₃CSH in Ac₂O, with or without Et₃N, was reinvestigated. There was obtained 2-tert-butylthio-3,5-lutidine as the major product, a small quantity of 5-(tert-butylthiomethyl)-3-picoline, 1-acetyl-2,3-diacetoxy-3,5-dimethyl-6-tert-butylthio-1,2,3,6-tetrahydropyridine (which represents a structure revision, F. M. Hershenson, et al., 1969) and 1-acetyl-2,6-dihydroxy-3-tert-butylthio-3,5-dimethyl-1,2,3,6-tetrahydropyridine. A similar reaction of I with 1-adamantyl mercaptan furnished 2-(1-adamantylthio)-3,5-lutidine and 1-acetyl-2,3-diacetoxy-3,5-dimethyl-6-(1-adamantylthio)-1,2,3,6-tetrahydropyridine. The structures of these new tetrahydropyridines were established primarily by ¹³C-NMR spectra. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Computed Properties of C7H9NO).

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. 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.Computed Properties of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem