Tag: 100-200

Enantio- and Regioselective Ni-Catalyzed para-C-H Alkylation of Pyridines with Styrenes via Intermolecular Hydroarylation was written by Ma, Jun-Bao;Zhao, Xia;Zhang, Dongju;Shi, Shi-Liang. And the article was included in Journal of the American Chemical Society in 2022.Formula: C8H11N This article mentions the following:

Herein the first enantioselective para-C-H activation of pyridines through the use of a Ni-Al bimetallic catalyst system and N-heterocyclic carbene (NHC) ligand for intermol. hydroarylation of styrenes was described. The reaction proceeded in high to excellent enantioselectivities (up to 98.5:1.5 er) and high site-selectivities for both styrene and pyridine components (up to >98:2). Consequently, a broad range of enantioenriched 1,1-diarylalkanes containing pyridine moieties could be prepared in a single step with 100% atom economy. Computational studies supported a mechanism involving a ligand-to-ligand H-transfer (LLHT) and reductive elimination sequence, with LLHT being the rate- and enantioselectivity-determining step. DFT studies indicated that the 锜?锜?stacking interaction between the NHC aryl fragment and trans-styrenes was critical for high reactivity and enantiocontrol. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Formula: C8H11N).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 锜?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 锜?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.Formula: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Structural Optimization of Indole Derivatives Acting at Colchicine Binding Site as Potential Anticancer Agents was written by Hwang, Dong-Jin;Wang, Jin;Li, Wei;Miller, Duane D.. And the article was included in ACS Medicinal Chemistry Letters in 2015.Application of 189230-41-9 This article mentions the following:

Diarylisoquinolines and (trimethoxyphenyl)(indolyl)imidazopyridines I (R = 2-indolyl, 3-indolyl, 4-indolyl, 6-indolyl, 7-indolyl), analogs of a previous trimethoxybenzoylphenylindole and I (R = 5-indolyl), were prepared as tubulin polymerization inhibitors acting at the colchicine binding site for potential use as antitumor agents with improved metabolic stabilities and cytotoxicities. I (R = 2-indolyl, 3-indolyl, 4-indolyl, 6-indolyl, 7-indolyl) inhibited tubulin polymerization with IC₅₀ values of 3 to 175 nM against a panel of human melanoma and prostate cancer cell lines. In particular, I (R = 6-indolyl) showed improved cytotoxic potency (average IC₅₀ of 9.75 nM vs 55.75 nM) and metabolic stability in human liver microsomes (half-life time was 56.3 min vs. 45.4 min) as compared to previously reported I (R = 5-indolyl). I (R = 6-indolyl) was effective against P-glycoprotein (P-gp) mediated multiple drug resistance (MDR) and taxol resistance. In the experiment, the researchers used many compounds, for example, 2-Bromopyridine-3,4-diamine (cas: 189230-41-9Application of 189230-41-9).

2-Bromopyridine-3,4-diamine (cas: 189230-41-9) 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 189230-41-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quaternization at the picolinic carbon. Application to the synthesis of pyridylalkanecarboxylic acids was written by Pasquinet, Eric;Rocca, Patrick;Godard, Alain;Marsais, Francis;Queguiner, Guy. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry in 1998.COA of Formula: C8H11N This article mentions the following:

This paper describes two different methodologies for the construction of a quaternary center at the picolinic site, and their application to the synthesis of pyridylalkanecarboxylic acids. The first one involves a one-pot acetylation-Michael addition procedure followed by an alkylative quaternization of the picolinic carbon. The second one is based on the deprotonation at the picolinic carbon of 2-(浼?浼?dialkyl)pyridines using the superbasic mixture BuLi-diisopropylamine-tert-BuOK (“KDA”). Both routes give very good yields. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4COA of Formula: C8H11N).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 锜?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 锜?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: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Orthogonal cross-coupling through intermolecular metathesis of unstrained C(aryl)-C(aryl) single bonds was written by Zhu, Jun;Zhang, Rui;Dong, Guangbin. And the article was included in Nature Chemistry in 2021.Recommanded Product: 4373-61-9 This article mentions the following:

Ruthenium-catalyzed reversible C-C single-bond metathesis reaction that allowed redox- and pH-neutral biaryl synthesis. Assisted by directing groups, unstrained homo-biaryl compounds underwent aryl exchanges to generate cross-biaryl products, catalyzed by a well-defined air-stable ruthenium(II) complex. Functional groups reactive under typical cross-coupling reactions, such as halogen, silyl and boronate moieties, were compatible under the metathesis conditions. Mechanistic studies disclosed an intriguing ‘olefin-metathesis-like’ pathway that involved an unexpected heptacoordinated, 18-electron closed-shell intermediate. The distinct reaction mode discovered here is expected to inspire the development of more general C-C single-bond metathesis and orthogonal cross-coupling reactions. 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 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Recommanded Product: 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mn(II) tags for DEER distance measurements in proteins via C-S attachment was written by Martorana, Andrea;Yang, Yin;Zhao, Yu;Li, Qing-Feng;Su, Xun-Cheng;Goldfarb, Daniella. And the article was included in Dalton Transactions in 2015.Category: pyridine-derivatives This article mentions the following:

Mn²⁺ chelating tags for Mn²⁺-Mn²⁺ distance measurements by pulse EPR spectroscopy were developed. They feature a stable C-S conjugation to the protein, high reactivity towards cysteine thiols and short and rigid linkers that can be used in distance measurements with high resolution under reductive conditions. Double electron-electron resonance measurements at 95 GHz on ubiquitin labeled with these tags showed the expected narrow distance distribution. In the experiment, the researchers used many compounds, for example, (4-Bromopyridin-2-yl)methanol (cas: 131747-45-0Category: pyridine-derivatives).

(4-Bromopyridin-2-yl)methanol (cas: 131747-45-0) 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. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Site-selective amide functionalization by catalytic azoline engrafting was written by Powell, Wyatt C.;Evenson, Garrett E.;Walczak, Maciej A.. And the article was included in ACS Catalysis in 2022.Application of 644-98-4 This article mentions the following:

Direct peptide and protein activation is a challenging transformation because of the stabilizing effect of the amide group. While enzymes can be considered as prototypical systems that have evolved to achieve high selectivity and specificity, small-mol. catalysts that functionalize the amide group may accommodate a much larger selection of substrates but currently remain scarce. Here, by combining the desired features from both catalytic regimes we designed an artificial cyclodehydratase, a catalytic system for the site-selective modification of peptides and natural products by engrafting heterocycles into their scaffolds. The catalytic system features a molybdenum(VI) center that was decorated with a sterically congested tripod ligand. The optimized catalyst can introduce azolines into small mols., natural products, and oligopeptides with high efficiency and minimal waste. We further demonstrate the utility of the new protocol in the direct functionalization of a single amide group in the presence of up to seven other chem. similar positions and in the direct conversion of these groups into amines and thioamides. This new mechanistic paradigm may address an unmet need for a general method for the selective and sustainable functionalization of peptides and natural products. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Application of 644-98-4).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of 2-chloro-3-amino-4-methylpyridine oxychloride cement was written by Xiao, Qing;Liu, Anchang;Tan, Zhenyou;Liu, Fang. And the article was included in Wuhan Gongcheng Daxue Xuebao in 2008.Synthetic Route of C7H5ClN2 This article mentions the following:

2-Chloro-3-amino-4-methylpyridine was synthesized with 4,4-dimethoxy-2-butanone and malononitrile as raw material by Knoevenagel condensation, cyclization, chlorination, hydrolysis and Hoffman reaction, and the overall yield was 57.3% (mol). The objective compound was characterized by IR and ¹H NMR. In the experiment, the researchers used many compounds, for example, 2-Chloro-4-methylpyridine-3-carbonitrile (cas: 65169-38-2Synthetic Route of C7H5ClN2).

2-Chloro-4-methylpyridine-3-carbonitrile (cas: 65169-38-2) 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 derivatives are also useful as small-molecule 浼?helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Synthetic Route of C7H5ClN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem