Day: November 10, 2022

Quality Control of 2-Bromopyridin-3-amineOn November 5, 2021 ,《Selective Thiocyanation and Aromatic Amination To Achieve Organized Annulation of Enaminone with Thiocyanate》 appeared in Organic Letters. The author of the article were Zhang, Jun; She, Mengyao; Liu, Lang; Feng, Xukai; Li, Yao; Liu, Hua; Zheng, Tingting; Leng, Xin; Liu, Ping; Zhang, Shengyong; Li, Jianli. The article conveys some information:

A tandem insertion of thiocyanate to enamine was performed for the regioselective synthesis of multisubstituted benzoimidazo[2,1-b]thiazoles. This method was shown to be effective in addressing the issue of isomerization encountered in common strategies. With a change made to the leading group on the aniline fragment of enamine, the reaction achieved different transformations, thus enabling multisubstituted benzo[4,5]imidazo[2,1-b]thiazoles and thiazoles in satisfactory yields. The experimental part of the paper was very detailed, including the reaction process of 2-Bromopyridin-3-amine(cas: 39856-58-1Quality Control of 2-Bromopyridin-3-amine)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Quality Control of 2-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,RSC Advances included an article by Qian, Yingjie; Jeong, Sang Yung; Baeck, Sung-Hyeon; Jin, Myung-Jong; Shim, Sang Eun. Recommanded Product: 39856-58-1. The article was titled 《A palladium complex confined in a thiadiazole-functionalized porous conjugated polymer for the Suzuki-Miyaura coupling reaction》. The information in the text is summarized as follows:

Porous organic polymers (POPs) with well-distributed and tunable functional groups acting as ligands for specific reactions are promising supports for confining useful novel metals such as Pd, Au, and Pd. Herein, a thiadiazole-containing POP has been successfully synthesized and used for immobilizing Pd species. Pd immobilized inside the micropores (2.3 nm) of the POP material is easily prepared owing to a large amount of the strong anchoring group, thiadiazole, which is intrinsically distributed in the as-prepared POP. The rigid thiadiazole-containing polymer can stabilize the central metal rather than poisoning it. The as-prepared catalyst shows excellent catalytic activity in Suzuki-Miyaura coupling reactions under mild reaction conditions and low catalyst loading. Importantly, the intrinsically distributed thiadiazole ligands can stabilize the Pd moiety, preventing aggregation and leaching, and afford excellent catalytic lifetimes. Consequently, the catalyst can be reused 10 times without a significant loss of its catalytic activity. In the experimental materials used by the author, we found 2-Bromopyridin-3-amine(cas: 39856-58-1Recommanded Product: 39856-58-1)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Recommanded Product: 39856-58-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2020,RSC Advances included an article by Recio, Javier; Filace, Fabiana; Gala, Elena; Perez-Redondo, Adrian; Alvarez-Builla, Julio; Burgos, Carolina. Reference of 2-Bromopyridin-3-amine. The article was titled 《Studies on the preparation of aminobipyridines and bipyridine sultams via an intramolecular free radical pathway》. The information in the text is summarized as follows:

A variety of aminated bipyridines and bipyridine sultams are prepared by intramol. radical [1,5]-ipso and [1,6]-ortho substitutions, using a sulfonamide as a linker to connect the pyridyl radical to the pyridine under attack. For the cases studied, different regiochemistries were observed depending on the initial position of the sulfonamide linker. In the experiment, the researchers used 2-Bromopyridin-3-amine(cas: 39856-58-1Reference of 2-Bromopyridin-3-amine)

2-Bromopyridin-3-amine(cas: 39856-58-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Reference of 2-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2012,Reis, Lindomar A.; Ligiero, Carolina B. P.; Andrade, Acacio A.; Taylor, Jason G.; Miranda, Paulo C. M. L. published 《Preparation of polyaminopyridines using a CuI/-proline-catalyzed C-N polycoupling reaction》.Materials published the findings.Product Details of 13534-97-9 The information in the text is summarized as follows:

Polyaminopyridines (PAPy) were chem. prepared from amino-bromopyridines by a CuI/-proline-catalyzed C-N polycondensation reaction. The formation of the polymer was confirmed by GPC, x-ray diffraction, XRF, FTIR, UV-vis (λmax = 400 nm), 1H and 13C NMR. The number-average mol. weights (Mn) were estimated by end-group anal. using x-ray fluorescence (up to 6000 Da). TGA anal. of PAPy with higher Mn showed greater thermal stability up to 170 °C. Viscosity measurements of polymer in formic acid at 30 °C indicated a polyelectrolyte nature of PAPy solutions Furthermore, the amorphicity of the material was observed by x-ray diffraction anal. In addition to this study using 6-Bromopyridin-3-amine, there are many other studies that have used 6-Bromopyridin-3-amine(cas: 13534-97-9Product Details of 13534-97-9) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Product Details of 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2012,Salvi, Luca; Davis, Nicole R.; Ali, Siraj Z.; Buchwald, Stephen L. published 《A New Biarylphosphine Ligand for the Pd-Catalyzed Synthesis of Diaryl Ethers under Mild Conditions》.Organic Letters published the findings.HPLC of Formula: 13534-97-9 The information in the text is summarized as follows:

A new bulky biarylphosphine ligand has been developed that allows the Pd-catalyzed C-O cross-coupling of a wide range of aryl halides and phenols under milder conditions. The experimental process involved the reaction of 6-Bromopyridin-3-amine(cas: 13534-97-9HPLC of Formula: 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.HPLC of Formula: 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Green Chemistry included an article by Chen, Jinjin; Meng, Huanxin; Zhang, Feng; Xiao, Fuhong; Deng, Guo-Jun. Synthetic Route of C7H7NO. The article was titled 《Transition-metal-free selective pyrimidines and pyridines formation from aromatic ketones, aldehydes and ammonium salts》. The information in the text is summarized as follows:

An efficient synthesis of pyrimidines and pyridines was developed from readily available aromatic ketones, aldehydes and ammonium salts under transition-metal-free conditions. In this strategy, ammonium salts were used as nitrogen sources and only water was generated as a nontoxic byproduct. A catalytic amount of NaIO4 played an important role in the selectivity control, whereas substituted pyridines were dominantly formed in its absence. The experimental process involved the reaction of 4-Acetylpyridine(cas: 1122-54-9Synthetic Route of C7H7NO)

4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Synthetic Route of C7H7NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Dalton Transactions included an article by Ding, Tao; Zhang, Sheng; Zhang, Weiqiang; Zhang, Guofang; Gao, Zi-Wei. Application In Synthesis of 2,6-Dibromopyridine. The article was titled 《Highly selective C2H2 and CO2 capture and magnetic properties of a robust Co-chain based metal-organic framework》. The information in the text is summarized as follows:

A robust Co-based metal-organic framework, [Co3(L)(OH)2(H2O)4]·2DMF·2H2O (1), was synthesized under solvothermal conditions using pyridyl-decorated tetracarboxylic acid, 2,6-di(2′,5′-dicarboxylphenyl)pyridine (H4L). Structural anal. demonstrates that 1 is a 3D framework based on 1D alternate Co4 chain units. The desolvated structure of 1a contains 1D open channels with a highly polar pore surface decorated with open metal sites, μ3-OH group and pyridyl group sites, exhibiting multipoint interactions between C2H2 and CO2 mols. The framework efficiently takes up C2H2 and CO2 with significant selectivity for C2H2 and CO2 over CH4. In addition, the magnetic properties of 1 were studied and it showed a slow freezing process. In the part of experimental materials, we found many familiar compounds, such as 2,6-Dibromopyridine(cas: 626-05-1Application In Synthesis of 2,6-Dibromopyridine)

2,6-Dibromopyridine(cas: 626-05-1) 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. Application In Synthesis of 2,6-Dibromopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,ACS Catalysis included an article by Betori, Rick C.; Scheidt, Karl A.. Recommanded Product: 100-48-1. The article was titled 《Reductive Arylation of Arylidene Malonates Using Photoredox Catalysis》. The information in the text is summarized as follows:

A strategy with arylidene malonates provides access to β-umpolung single-electron species. Reported here is the utilization of these operators in intermol. radical-radical arylations, while avoiding conjugate addition/dimerization reactivity that is commonly encountered in enone-based photoredox chem. This reactivity relies on tertiary amines that serve to both activate the arylidene malonate for single-electron reduction by a proton-coupled electron transfer mechanism as well as serve as a terminal reductant. This photoredox catalysis pathway demonstrates the versatility of stabilized radicals for unique bond-forming reactions. In the part of experimental materials, we found many familiar compounds, such as 4-Cyanopyridine(cas: 100-48-1Recommanded Product: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Recommanded Product: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Fluorescent probes for detecting glutathione: Bio-imaging and two reaction mechanisms》 were Xia, Ying; Zhang, Huihui; Zhu, Xiaojiao; Fang, Min; Yang, Mingdi; Zhang, Qiong; Li, Xiaowu; Zhou, Hongping; Yang, Xingyuan; Tian, Yupeng. And the article was published in Dyes and Pigments in 2019. Product Details of 31106-82-8 The author mentioned the following in the article:

A series of compounds (W1-W8) based on triphenylamine with -C=N- or -NH- group, were designed and studied by fluorescence emission spectra and DFT/TDDFT calculations Probes W1-W4 were selectively leveraged to sensitively detect glutathione by two distinct reaction mechanisms, thereinto, W1-W2 featured a convenient detection for glutathione using hydrolysis and W3-W4 utilized displacement to probe glutathione possessing sensitivity and practicability. Compound W5-W8 here provided an avenue for understanding structure-property relationship. Taken considerations for toxicity and biocompatibility together, W1-W4 showed great advance for endogenously and exogenously imaging GSH in living cells. After reading the article, we found that the author used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Product Details of 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Product Details of 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Sulfide analogues of flupirtine and retigabine with nanomolar KV7.2/KV7.3 channel opening activity》 were Bock, Christian; Surur, Abdrrahman S.; Beirow, Kristin; Kindermann, Markus K.; Schulig, Lukas; Bodtke, Anja; Bednarski, Patrick J.; Link, Andreas. And the article was published in ChemMedChem in 2019. Category: pyridine-derivatives The author mentioned the following in the article:

The potassium channel openers flupirtine and retigabine have proven to be valuable analgesics or antiepileptics. Their recent withdrawal due to occasional hepatotoxicity and tissue discoloration, resp., leaves a therapeutic niche unfilled. Metabolic oxidation of both drugs gives rise to the formation of electrophilic quinones. These elusive, highly reactive metabolites may induce liver injury in the case of flupirtine and blue tissue discoloration after prolonged intake of retigabine. We examined which structural features can be altered to avoid the detrimental oxidation of the aromatic ring and shift oxidation toward the formation of more benign metabolites. Structure-activity relationship studies were performed to evaluate the KV7.2/3 channel opening activity of 45 derivatives Sulfide analogs were identified that are devoid of the risk of quinone formation, but possess potent KV7.2/3 opening activity. For example, flupirtine analog 3-(3,5-difluorophenyl)-N-(6-(isobutylthio)-2-(pyrrolidin-1-yl)pyridin-3-yl)propanamide (48) has 100-fold enhanced activity (EC50=1.4 nM), a vastly improved toxicity/activity ratio, and the same efficacy as retigabine in vitro. In the experiment, the researchers used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Category: pyridine-derivatives)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem