Tag: 100-200

In 2017,Zhu, Xue-Qing; Mao, Shuai; Guo, Dong-Dong; Li, Bin; Guo, Shi-Huan; Gao, Ya-Ru; Wang, Yong-Qiang published 《Copper-Catalyzed Isomerization and Cyclization of E/Z-o-Haloaryl N-Sulfonylhydrazones: Convenient Access to 1H-Indazoles》.ChemCatChem published the findings.Formula: C6H4BrNO The information in the text is summarized as follows:

A new isomerization approach is presented, namely a copper-catalyzed C=N double bond isomerization of hydrazones, which is followed by an efficient intramol. C-N coupling reaction, providing an unprecedented catalytic approach for the synthesis of 1H-indazoles, e.g., I, from readily accessible Z/E mixture of o-haloaryl N-sulfonylhydrazones, e.g., II.2-Bromonicotinaldehyde(cas: 128071-75-0Formula: C6H4BrNO) was used in this study.

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Formula: C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Everson, Daniel A.; Buonomo, Joseph A.; Weix, Daniel J. published 《Nickel-catalyzed cross-electrophile coupling of 2-chloropyridines with alkyl bromides》.Synlett published the findings.Product Details of 53939-30-3 The information in the text is summarized as follows:

The synthesis of 2-alkylated pyridines by the nickel-catalyzed cross-coupling of two electrophiles, a 2-chloropyridine and an alkyl bromide, is described. Compared with previous published conditions for aryl halides, this method uses a different, more rigid, bathophenanthroline ligand and is conducted at high concentration in N,N-dimethylformamide as solvent. The method displays promising functional group compatibility and the conditions are orthogonal to those for the Stille coupling. The results came from multiple reactions, including the reaction of 5-Bromo-2-chloropyridine(cas: 53939-30-3Product Details of 53939-30-3)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Product Details of 53939-30-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quality Control of 5-Bromo-2-chloropyridineIn 2022 ,《Tandem Synthesis of 1,2,3-Thiadiazoles with 3,4-Dichloroisothiazoles and Hydrazines under External Oxidant- and Sulfur-free Conditions》 was published in Organic Letters. The article was written by Zhang, Yue; Li, Kun; Gao, Wei; Liu, Xiaoyu; Yuan, Haolin; Tang, Liangfu; Fan, Zhijin. The article contains the following contents:

1,2,3-Thiadiazoles are among the most important heterocyclic motifs with wide applications in natural products and medicinal chem. Herein, authors disclosed a tandem reaction for the synthesis of structurally diverse 1,2,3-thiadiazoles from 3,4-dichloroisothiazol-5-ketones and hydrazines. This method is characterized by free of external oxidants or sulfur requirements, mild reaction conditions, broad substrate scope and easy purification5-Bromo-2-chloropyridine(cas: 53939-30-3Quality Control of 5-Bromo-2-chloropyridine) was used in this study.

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Quality Control of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C5H6BNO2In 2022 ,《Synthesis, photophysical and nonlinear optical properties of push-pull tetrazoles》 was published in RSC Advances. The article was written by West, Anna-Kay; Kaylor, Lukas J.; Subir, Mahamud; Rayat, Sundeep. The article contains the following contents:

A 2,5-disubstituted tetrazoles I [Ar = 3-pyridyl, Ph, 2-(dibenzo[b,d]furan-4-yl), 4-(N,N-diphenylamino)phenyl], were synthesized by copper-catalyzed aerobic C-N coupling of p-nitrophenyl tetrazole with appropriately substituted aryl boronic acids. The absorption and emission spectra of compounds I showed minimal dependence on the polarity of the solvent; however, in the case of compound I [Ar = 4-(N,N-diphenylamino)phenyl] a blue shift was noted in the longest absorption band (λ1) as the polarity increased. The fluorescence intensity of the title compounds was found to be solvent-dependent; however, no apparent correlation to solvent polarity could be established. The absorption and emission characteristics of compounds I were also influenced by the nature of the substituent as compound I [Ar = 4-(N,N-diphenylamino)phenyl], displayed a significant red shifted absorption (λ1) as well as emission (λem) bands compared to other compounds Time dependent d. functional calculations (CAM-B3LYP/6-311++G**) revealed that the longest wavelength band (λ1) was associated with an intramol. charge transfer (ICT) from HOMO/HOMO-1/HOMO-2 → LUMO/LUMO+1 in these mols. The first hyperpolarizability values, βHRS, of compounds I were measured using the solution-based hyper-Rayleigh scattering technique using a femtosecond Ti:Sapphire laser and the highest NLO activity was measured for compound I [Ar = 4-(N,N-diphenylamino)phenyl] with the greatest push-pull characteristics. A strong correlation was observed between the calculated hyperpolarizability (βtot) and exptl. measured values (βHRS). In the part of experimental materials, we found many familiar compounds, such as Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Synthetic Route of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Product Details of 1539-42-0In 2021 ,《Strategic Evaluation of the Traceless Staudinger Ligation for Radiolabeling with the Tricarbonyl Core》 appeared in Molecules. The author of the article were Mamat, Constantin; Jentschel, Christian; Koeckerling, Martin; Steinbach, Joerg. The article conveys some information:

The traceless Staudinger ligation with its two variants is a powerful biorthogonal conjugation method not only for the connection of biomols., but also for the introduction of fluorescence- or radiolabels under mild reaction conditions. Herein, the strategic evaluation of the traceless Staudinger ligation for radiolabeling 99mTc using the fac-[Tc(CO)3]+ core is presented. A convenient and high-yielding three-step synthetic procedure of dipicolylamine-based phosphanols as ligands for the mild radiolabeling was developed. The labeling was accomplished using a tricarbonyl kit and a 99mTc-pertechnetate generator eluate showing 87% radiochem. conversion. The resp. rhenium-based, non-radioactive reference compounds were synthesized using (Et4N)2[Re(CO)3Br3] as precursor. All products were analyzed by NMR, MS, and elemental anal. Addnl. XRD analyses were performed. In addition to this study using Bis(pyridin-2-ylmethyl)amine, there are many other studies that have used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Product Details of 1539-42-0) was used in this study.

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. The compound is a tridentate ligand in coordination chemistry and commonly used to produce Zn-based chemosensors/probes, such as Zinpry.Product Details of 1539-42-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C6H4BrNOIn 2020 ,《One-pot copper-catalyzed three-component reaction: a modular approach to functionalized 2-quinolones》 appeared in RSC Advances. The author of the article were Kim, Ah Reum; Lim, Hee Nam. The article conveys some information:

A copper-catalyzed three-component annulation for the synthesis of functionalized 2-quinolones was developed. Three reactions including an SN2, a Knoevenagel, and finally C-N bond formation are involved in the designed cascade reaction using 2-bromoacylarenes, 2-iodoacetamide, and nucleophiles as the three components. A new catalytic system was discovered during the study and this modular approach is highly efficient to access functionalized 2-quinolone derivatives, compatible with a broad range of functional groups, scalable, and step-economic. Further derivatization of the obtained product demonstrates the synthetic utility of this method. In addition to this study using 2-Bromonicotinaldehyde, there are many other studies that have used 2-Bromonicotinaldehyde(cas: 128071-75-0Formula: C6H4BrNO) was used in this study.

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Formula: C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Quality Control of 6-Bromopyridin-3-amineIn 2010 ,《Synthesis of 2,2′-bipyridines via Suzuki-Miyaura cross-coupling》 appeared in Synthesis. The author of the article were Guetz, Christoph; Luetzen, Arne. The article conveys some information:

For a long time, the Suzuki-Miyaura cross-coupling reaction could not be used for the synthesis of 2,2′-bipyridines due to the lack of sufficiently stable 2-pyridylboron compounds Stabilized 2-pyridylboronates, recently developed by Hodgson, however, were ideally suited for this purpose. Two general protocols could be developed and demonstrated to be valuable alternatives, which can be used very efficiently for the synthesis of functionalized 2,2′-bipyridines. After reading the article, we found that the author used 6-Bromopyridin-3-amine(cas: 13534-97-9Quality Control of 6-Bromopyridin-3-amine)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Quality Control of 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

COA of Formula: C6H4N2In 2020 ,《Nature of the interaction of pyridines with OCS. A theoretical investigation》 appeared in Molecules. The author of the article were Bhattarai, Sumitra; Sutradhar, Dipankar; Chandra, Asit K.; Zeegers-Huyskens, Therese. The article conveys some information:

Ab initio calculations were carried out to investigate the interaction between para-substituted pyridines (X-C5H4N, X = NH2, CH3, H, CN, NO2) and OCS. Three stable structures of pyridine.OCS complexes were detected at the MP2 = full/aug-cc-pVDZ level. The A structure is characterized by N…S chalcogen bonds and has binding energies between -9.58 and -12.24 kJ/mol. The B structure is bonded by N…C tetrel bond and has binding energies between -10.78 and -11.81 kJ/mol. The C structure is characterized by π-interaction and has binding energies between -10.76 and -13.33 kJ/mol. The properties of the systems were analyzed by AIM, NBO, and SAPT calculations The role of the electrostatic potential of the pyridines on the properties of the systems is outlined. The frequency shift of relevant vibrational modes is analyzed. After reading the article, we found that the author used 4-Cyanopyridine(cas: 100-48-1COA of Formula: C6H4N2)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.COA of Formula: C6H4N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C5H6BNO2In 2022 ,《A Pyridine-based Donor-Acceptor Molecule: A Highly Reactive Organophotocatalyst that Enables the Reductive Cleavage of C-Br Bonds through Halogen Bonding》 appeared in ACS Catalysis. The author of the article were Kato, Natsuki; Nanjo, Takeshi; Takemoto, Yoshiji. The article conveys some information:

A pyridine-based donor-acceptor mol. that exhibited high reactivity as a visible-light photoredox catalyst. This photoredox catalyst enabled the formation of radicals from alkyl bromides, which were useful radical precursors that unfortunately do not perform well under reductive conditions, by a direct, photocatalytic reductive cleavage of the C-Br bond. A wide variety of alkyl bromides including unactivated ones could be used under ambient conditions without any addnl. activating agents to give the C-C coupling products in good yield. Mechanistic studies indicated that the photocatalyst interacts with alkyl bromides through halogen bonding and that the pyridine moiety was important for the progress of the reaction. In the experiment, the researchers used Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Synthetic Route of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53939-30-3In 2015 ,《Modular, Concise, and Efficient Synthesis of Highly Functionalized 5-Fluoropyridazines by a [2 + 1]/[3 + 2]-Cycloaddition Sequence》 appeared in Organic Letters. The author of the article were Tran, Gael; Gomez Pardo, Domingo; Tsuchiya, Tomoki; Hillebrand, Stefan; Vors, Jean-Pierre; Cossy, Janine. The article conveys some information:

An easy access to 5-fluoropyridazines by a [2+1]/[3+2]-cycloaddition sequence between terminal alkynes, a difluorocarbene, and a diazo compound is reported. This approach does not necessitate the isolation of any intermediates, and a wide range of novel 5-fluoropyridazines, e.g., I (R1 = Ph, 2-MeOC6H4, cyclopropyl, etc., R2 = Et, PhCH2, Me3C), was synthesized from readily available starting materials. Addnl., these compounds were used as a platform to access novel and highly diversified pyridazines. In the experimental materials used by the author, we found 5-Bromo-2-chloropyridine(cas: 53939-30-3Application of 53939-30-3)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Application of 53939-30-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem