Pyridine-derivatives

Catalytic Transfer Hydrogenation of Arenes and Heteroarenes was written by Gelis, Coralie;Heusler, Arne;Nairoukh, Zackaria;Glorius, Frank. And the article was included in Chemistry – A European Journal in 2020.Formula: C5H5NO This article mentions the following:

Transfer hydrogenation reactions are of great interest to reduce diverse mols. under mild reaction conditions. To date, this type of reaction has only been successfully applied to alkenes, alkynes and polarized unsaturated compounds such as ketones, imines, pyridines, etc. The reduction of benzene derivatives by transfer hydrogenation has never been described, which is likely due to the high energy barrier required to dearomatize these compounds In this context, a catalytic transfer hydrogenation reaction for the reduction of benzene derivatives and heteroarenes to form complex 3-dimensional scaffolds bearing various functional groups at room temperature without needing compressed hydrogen gas has been developed. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Formula: C5H5NO).

Pyridin-4-ol (cas: 626-64-2) 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. Formula: C5H5NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reaction of aromatic N-oxides with dipolarophiles. VII. Effect of aromaticity on 1,3-dipolar cycloaddition reactivity of substituted pyridine N-oxides and preparation of oxazolo[4,5-b]pyridine derivatives was written by Matsuoka, Toshikazu;Shinada, Minoru;Suematsu, Fumihiro;Harano, Kazunobu;Hisano, Takuzo. And the article was included in Chemical & Pharmaceutical Bulletin in 1984.Synthetic Route of C7H9NO This article mentions the following:

The 1,3-dipolar cycloaddition reactivity of pyridine N-oxides to Ph isocyanate was calculated by the MINDO/3 MO method using the perturbation equation derived by Klopman and Salem (1968). The calculation did not predict the low reactivity of acceptor substituted pyridine N-oxides. On the basis of the calculation data, the general 1,3-dipolar cycloaddition reactivity of pyridine N-oxides towards various Ph isocyanates is discussed in terms of the concept of cyclic conjugation. The aromaticity of the pyridine N-oxide may play an important role in determination of the reactivity. In connection with the cycloaddition, the 1,5-sigmatropic rearrangement of the primary cycloadducts and the pyrolytic reaction behavior of the 2,3-dihydropyridine derivatives formed by a 1,5-sigmatropic shift from the primary adducts are discussed on the basis of the MINDO/3 calculation data. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8Synthetic Route of C7H9NO).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridine has a conjugated system of six 闂?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H闂佹椿浜滈妴鍗l 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.Synthetic Route of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Anhydrous Tetramethylammonium Fluoride for Room-Temperature S_NAr Fluorination was written by Schimler, Sydonie D.;Ryan, Sarah J.;Bland, Douglas C.;Anderson, John E.;Sanford, Melanie S.. And the article was included in Journal of Organic Chemistry in 2015.Computed Properties of C6H3FN2 This article mentions the following:

This paper describes the room-temperature S_NAr fluorination of aryl halides and nitroarenes using anhydrous tetramethylammonium fluoride (NMe₄F). This reagent effectively converts aryl-X (X = Cl, Br, I, NO₂, OTf) to aryl-F under mild conditions (often room temperature). Substrates for this reaction include electron-deficient heteroaromatics (22 examples) and arenes (5 examples). The relative rates of the reactions vary with X as well as with the structure of the substrate. However, in general, substrates bearing X = NO₂ or Br react fastest. In all cases examined, the yields of these reactions are comparable to or better than those obtained with CsF at elevated temperatures (i.e., more traditional halex fluorination conditions). The reactions also afford comparable yields on scales ranging from 100 mg to 10 g. A cost anal. is presented, which shows that fluorination with NMe₄F is generally more cost-effective than fluorination with CsF. In the experiment, the researchers used many compounds, for example, 2-Fluoroisonicotinonitrile (cas: 3939-14-8Computed Properties of C6H3FN2).

2-Fluoroisonicotinonitrile (cas: 3939-14-8) 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.Computed Properties of C6H3FN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of Novel Central Nervous System Penetrant Metabotropic Glutamate Receptor Subtype 2 (mGlu₂) Negative Allosteric Modulators (NAMs) Based on Functionalized Pyrazolo[1,5-a]pyrimidine-5-carboxamide and Thieno[3,2-b]pyridine-5-carboxamide Cores was written by Childress, Elizabeth S.;Wieting, Joshua M.;Felts, Andrew S.;Breiner, Megan M.;Long, Madeline F.;Luscombe, Vincent B.;Rodriguez, Alice L.;Cho, Hyekyung P.;Blobaum, Anna L.;Niswender, Colleen M.;Emmitte, Kyle A.;Conn, P. Jeffrey;Lindsley, Craig W.. And the article was included in Journal of Medicinal Chemistry in 2019.HPLC of Formula: 51834-97-0 This article mentions the following:

A scaffold hopping exercise from a monocyclic mGlu₂ NAM with poor rodent PK led to two novel heterobicyclic series of mGlu₂ NAMs based on either a functionalized pyrazolo[1,5-a]pyrimidine-5-carboxamide core or a thieno[3,2-b]pyridine-5-carboxamide core. These novel analogs possess enhanced rodent PK, while also maintaining good mGlu₂ NAM potency, selectivity (vs. mGlu₃ and the remaining six mGlu receptors), and high CNS penetration. Interestingly, SAR was divergent between the new 5,6-heterobicyclic systems. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0HPLC of Formula: 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. 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. HPLC of Formula: 51834-97-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formal umpolung addition of phosphites to 2-azaaryl Ketones under chiral Broensted base catalysis: enantioselective protonation utilizing [1,2]-phospha-Brook rearrangement was written by Kondoh, Azusa;Hirozane, Takayuki;Terada, Masahiro. And the article was included in Chemistry – A European Journal in 2022.HPLC of Formula: 91-02-1 This article mentions the following:

The formal enantioselective umpolung addition of dialkyl phosphites to 2-azaaryl ketones was developed under Broensted base catalysis. The reaction involved the enantioselective protonation of the transient 婵?oxygenated (2-azaaryl)methyl anion generated through the 1,2-addition of the anion of dialkyl phosphite to the 2-azaaryl ketone and the subsequent [1,2]-phospha-Brook rearrangement. A chiral bis(guanidino)iminophosphorane organosuperbase efficiently catalyzed the reaction to provide enantio-enriched phosphates in high yields with good to high enantioselectivities. This is a rare example of the catalytic enantioselective protonation of transient carbanions other than enolates, constructing a trisubstituted stereogenic center 婵?to 2-azaarenes. 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 has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ闁荤姾娅ｅΛ纭俵闂? in pyridine vs. 150 kJ闁荤姾娅ｅΛ纭俵闂? in benzene). Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C闂備胶鍋ㄩ崕鎻掝嚕?in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.HPLC of Formula: 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C-H activation was written by Wang, Zhen;Hu, Liang;Chekshin, Nikita;Zhuang, Zhe;Qian, Shaoqun;Qiao, Jennifer X.;Yu, Jin-Quan. And the article was included in Science (Washington, DC, United States) in 2021.Computed Properties of C7H9NO This article mentions the following:

Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C-H) activation remain a substantial challenge. Two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed 闁?methylene C-H activation of carboxylic acids, leading to the direct syntheses of 婵?闁?unsaturated carboxylic acids or 缂?alkylidene butenolides have been reported. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp³)-H bonds rather than C(sp²)-H bonds or a sequence of dehydrogenation and vinyl C-H alkynylation. The dehydrogenation reaction is compatible with mol. oxygen as the terminal oxidant. In the experiment, the researchers used many compounds, for example, 4-Methoxy-2-methylpyridine (cas: 24103-75-1Computed Properties of C7H9NO).

4-Methoxy-2-methylpyridine (cas: 24103-75-1) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 闂?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 闂?bonds. 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.Computed Properties of C7H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ruthenium-Catalyzed Meta-Selective C-H Difluoromethylation of Phenol Derivatives was written by Xu, Xu;Tao, Na;Fan, Wei-Tai;Tu, Guangliang;Geng, Jingyao;Zhang, Jingyu;Zhao, Yingsheng. And the article was included in Journal of Organic Chemistry in 2020.Synthetic Route of C11H9NO This article mentions the following:

With pyrimidine as the directing group, we achieved the meta-selective difluoromethylation of phenol derivatives using ruthenium as a catalyst. This synthetic scheme provided an efficient method for the syntheses of fluorine-containing phenol derivatives A wide variety of phenol derivatives were well-suited, affording the corresponding products in moderate-to-good yields. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Synthetic Route of C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. Pyridine has a conjugated system of six 闂?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H闂佹椿浜滈妴鍗l 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.Synthetic Route of C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Palladacycles of sulfated and selenated Schiff bases of ferrocene-carboxaldehyde as catalysts for O-arylation and Suzuki-Miyaura coupling was written by Sharma, Alpesh K.;Joshi, Hemant;Bhaskar, Renu;Kumar, Satyendra;Singh, Ajai K.. And the article was included in Dalton Transactions in 2017.COA of Formula: C11H9NO This article mentions the following:

Schiff base ligands (L1: sulfated and L2: selenated) having a ferrocene core synthesized by reacting ferrocene-carboxaldehyde with 2-(phenylthio/seleno)ethylamine on treatment with Na₂PdCl₄ in the presence of NaOAc give cyclopalladated complexes [Pd(L1/L2-H)Cl] (1/2). Complex 1 of a sulfated Schiff base L1, on reacting with one equivalent of triphenylphosphine gives complex [Pd(L1-H)PPh₃Cl] (3), formed due to cleavage of a Pd-S bond. With 2 such a reaction does not occur, as a Pd-Se bond being stronger than that of its sulfur analog does not get cleaved. L1, L2 and their complexes 1–3 were authenticated with HR-MS, ¹H, ¹³C{¹H} and ⁷⁷Se{¹H} NMR spectroscopy. The single crystal structures of 1–3 were determined with x-ray diffraction. Palladium in all three complexes has nearly a square planar geometry. The Pd-S, Pd-Se and Pd-P bond distances are 2.4249(12), 2.5058(14) and 2.2445(17) 闂?resp. The catalytic activity of complexes 1–3 was explored for O-arylation of phenol and Suzuki-Miyaura coupling (SMC) of phenylboronic acid with aryl bromides and chlorides. The optimum reaction time for SMC of ArBr is 3 h whereas for ArCl it is 6 h. The TON values of O-arylation catalyzed with complexes 1–3 are up to 闂?70 (TOF, 28 h^-1) and SMC 闂?300 (TOF, 3100 h^-1) for the reaction time of the order of 3 and 6 h resp. The catalytic process is somewhat more efficient with 2 (Pd bonded with a selenoether group), than 3, followed by 1. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0COA of Formula: C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 闂?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 闂?bonds. 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. COA of Formula: C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Bis(phosphine)cobalt Dialkyl Complexes for Directed Catalytic Alkene Hydrogenation was written by Friedfeld, Max R.;Margulieux, Grant W.;Schaefer, Brian A.;Chirik, Paul J.. And the article was included in Journal of the American Chemical Society in 2014.Application In Synthesis of 2-Isopropylpyridine This article mentions the following:

Planar, low-spin cobalt(II) dialkyl complexes bearing bidentate phosphine ligands, (P-P)Co(CH₂SiMe₃)₂, are active for the hydrogenation of geminal and 1,2-disubstituted alkenes. Hydrogenation of more hindered internal and endocyclic trisubstituted alkenes was achieved through hydroxyl group. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Application In Synthesis of 2-Isopropylpyridine).

2-Isopropylpyridine (cas: 644-98-4) 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. Application In Synthesis of 2-Isopropylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A simple approach for assessment of the corrosion inhibition efficiency of triazole, oxadiazole and thiadiazole derivatives as a function of their concentrations without using complex computer codes was written by Shirazi, Zeinab;Keshavarz, Mohammad Hossein;Esmaeilpour, Karim;Golikand, Ahmad Nozad. And the article was included in Protection of Metals and Physical Chemistry of Surfaces in 2017.SDS of cas: 15420-02-7 This article mentions the following:

A new approach is introduced to predict the corrosion inhibition efficiency of triazole, oxadiazole and thiadiazole derivatives In contrast to the available predictive methods, there is no need to use complex computer codes and unusual complicated mol. descriptors. The new method is based on the number of carbon, hydrogen and nitrogen atoms as well as the contribution of some effective structural parameters in the corrosion inhibition efficiency. The effect of concentration of inhibitors is inserted in the new model to predict the corrosion inhibition efficiency of a desired triazole, oxadiazole and thiadiazole derivative as a function of its concentration For 19 compounds of these derivatives, where the computed results of four complex quantum mech. models were available, the root mean squared (RMS) deviations of the new method is 3.23, which is lower than the computed outputs of four models. High reliability of the new method is also tested for further several compounds In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7SDS of cas: 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. Pyridine has a conjugated system of six 闂?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H闂佹椿浜滈妴鍗l 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.SDS of cas: 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem