Day: October 14, 2022

In 2014,Hager, Dominik; MacMillan, David W. C. published 《Activation of C-H Bonds via the Merger of Photoredox and Organocatalysis: A Coupling of Benzylic Ethers with Schiff Bases》.Journal of the American Chemical Society published the findings.Name: 6-Bromopyridin-3-amine The information in the text is summarized as follows:

The photoredox-mediated coupling of benzylic ethers with Schiff bases has been accomplished. Direct benzylic C-H activation by a combination of a thiol catalyst with an iridium photocatalyst and subsequent radical-radical coupling with secondary aldimines affords a variety of β-amino ether products in good to excellent yields. Mechanistic studies suggest that a reductive quenching pathway of the photocatalyst is operable.6-Bromopyridin-3-amine(cas: 13534-97-9Name: 6-Bromopyridin-3-amine) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Name: 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Kedari, Chaitanya Kumar; Roy Choudhury, Nilanjana; Sharma, Sreevalli; Kaur, Parvinder; Guptha, Supreeth; Panda, Manoranjan; Mukerjee, Kakoli; Ramachandran, Vasanthi; Bandodkar, Balachandra; Ramachandran, Sreekanth; Tantry, Subramanyam J. published 《Biarylmethoxy Nicotinamides As Novel and Specific Inhibitors of Mycobacterium tuberculosis》.ACS Medicinal Chemistry Letters published the findings.Category: pyridine-derivatives The information in the text is summarized as follows:

A whole cell based screening effort on a focused library from corporate collection resulted in the identification of biarylmethoxy nicotinamides as novel inhibitors of M. tuberculosis (Mtu) H37Rv. The series exhibited tangible structure-activity relationships, and during hit to lead exploration, a cellular potency of 100 nM was achieved, which is an improvement of >200-fold from the starting point. The series is very specific to Mtu and noncytotoxic up to 250 μM as measured in the mammalian cell line THP-1 based cytotoxicity assay. This compound class retains its potency on several drug sensitive and single drug resistant clin. isolates, which indicate that the compounds could be acting through a novel mode of action. In the experimental materials used by the author, we found Methyl 5-bromopicolinate(cas: 29682-15-3Category: pyridine-derivatives)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Lee, Hong Geun; Milner, Phillip J.; Buchwald, Stephen L. published 《Pd-Catalyzed Nucleophilic Fluorination of Aryl Bromides》.Journal of the American Chemical Society published the findings.Quality Control of Methyl 5-bromopicolinate The information in the text is summarized as follows:

On the basis of mechanism-driven reaction design, a Pd-catalyzed nucleophilic fluorination of aryl bromides and iodides has been developed. The method exhibits a broad substrate scope, especially with respect to nitrogen-containing heteroaryl bromides, and proceeds with minimal formation of the corresponding reduction products. A facilitated ligand modification process was shown to be critical to the success of the reaction. In the part of experimental materials, we found many familiar compounds, such as Methyl 5-bromopicolinate(cas: 29682-15-3Quality Control of Methyl 5-bromopicolinate)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Quality Control of Methyl 5-bromopicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2015,Mane, Madhav S.; Gavade, Sandeep; Mane, Dhananjay V. published 《Designing and synthesis of N-(6-phenylpyridin-2-yl) pyridine-2-amine derivatives as a novel antimicrobial agent》.Journal of Environmental Nanotechnology published the findings.Recommanded Product: 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

A new series of N-(-6-phenylpyridin-2-yl) pyridine-2-amine derivatives were synthesized in satisfactory yield, through simple and greener methodol. using 2-Amino, 6-Chloro, Pyridines as a starting material. Some of the newly prepared compounds demonstrate potent inhibitory activity against Gram pos. bacteria, Gram neg. bacteria and fungai. The results are discussed in terms of structure-activity relationships and an attempt was made to define the structural features required for activity. After reading the article, we found that the author used 5-Bromo-2-chloropyridine(cas: 53939-30-3Recommanded Product: 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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: 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Wang, Hongyue; Wang, Ze; Li, Shaoheng; Qiu, Yuntao; Liu, Bowen; Song, Zhiguang; Liu, Zhihui published 《Synthesis of novel thiazoline catalysts and their application in Michael addition reaction》.Chemical Research in Chinese Universities published the findings.Recommanded Product: 31106-82-8 The information in the text is summarized as follows:

Several novel chiral thiazoline catalysts containing thiazoline, thiourea and proline were efficiently synthesized from com. available L-cysteine. These ligands were subsequently applied to the asym. Michael reaction between cyclohexanone and various β-nitrostyrene. The result showed that the optimal catalyst for this reaction was 2-methylpyridine containing chiral thiazoline ligand , the organocatalyst with thiazoline, thiourea and chiral proline motif, which efficiently promoted the enantioselective conjugate addition of cyclohexanone to various nitroalkenes to yield the corresponding addition products in high to excellent yields with enantiomeric excess(e.e.) up to 95% and diastereoselectivity ratio(dr.) up to 99:1. The results came from multiple reactions, including the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Recommanded Product: 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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. Recommanded Product: 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Wappes, Ethan A.; Nakafuku, Kohki M.; Nagib, David A. published 《Directed β C-H Amination of Alcohols via Radical Relay Chaperones》.Journal of the American Chemical Society published the findings.Recommanded Product: 103-74-2 The information in the text is summarized as follows:

A radical-mediated strategy for β C-H amination of alcs. has been developed. This approach employs a radical relay chaperone, which serves as a traceless director that facilitates selective C-H functionalization via 1,5-hydrogen atom transfer (HAT) and enables net incorporation of ammonia at the β carbon of alcs. The chaperones presented herein enable direct access to imidate radicals, allowing their first use for H atom abstraction. A streamlined protocol enables rapid conversion of alcs. to their β-amino analogs (via in situ conversion of alcs. to imidates, directed C-H amination, and hydrolysis to NH2). Mechanistic experiments indicate HAT is rate-limiting, whereas intramol. amination is product- and stereo-determining In addition to this study using 2-(2-Hydroxyethyl)pyridine, there are many other studies that have used 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Recommanded Product: 103-74-2) was used in this study.

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Recommanded Product: 103-74-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Zhao, Huai-Bo; Liu, Zhan-Jiang; Song, Jinshuai; Xu, Hai-Chao published 《Reagent-Free C-H/N-H Cross-Coupling: Regioselective Synthesis of N-Heteroaromatics from Biaryl Aldehydes and NH3》.Angewandte Chemie, International Edition published the findings.Quality Control of 2-Bromonicotinaldehyde The information in the text is summarized as follows:

An unprecedented synthesis of N-heteroaromatics from biaryl aldehydes and NH3 through reagent-free C-H/N-H cross-coupling has been developed. The electrosynthesis uses NH3 as an inexpensive and atom-economic nitrogen donor, requires no oxidizing agents, and allows efficient and regioselective access to a wide range of phenanthridines and structurally related polycyclic N-heteroaromatic products. Thus, e.g., oxidative condensation of aldehyde I with NH3 in an undivided cell using reticulated vitreous carbon anode and Pt cathode in an HFIP/MeOH solvent system afforded phenanthridine II (94%). In the experimental materials used by the author, we found 2-Bromonicotinaldehyde(cas: 128071-75-0Quality Control of 2-Bromonicotinaldehyde)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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. Quality Control of 2-Bromonicotinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Kanishchev, Oleksandr S.; Dolbier, William R. Jr. published 《Ni/Ir-Catalyzed Photoredox Decarboxylative Coupling of S-Substituted Thiolactic Acids with Heteroaryl Bromides: Short Synthesis of Sulfoxaflor and Its SF5 Analog》.Chemistry – A European Journal published the findings.Reference of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

The Ni/Ir-catalyzed photoredox decarboxylative coupling of readily available S-substituted thiolactic acids such as S-Me thiolactic acid, S-Ph thiolactic acid, 2-(phenylsulfonyl)propanoic acid, etc. with electron-deficient heteroaryl bromides XBr (X = pyrimidin-2-yl, 5-cyanopyridin-2-yl, 4-F3CC6H4, etc.), resulted in the formation of simple but otherwise not easily accessible heteroarenes with alkylsulfide side chains XCH(CH3)SY (Y = Me, Ph). To demonstrate a practical use of this coupling reaction, its efficiency in the one-step synthesis of a key intermediate is shown in the synthesis of the recently marketed insecticide Sulfoxaflor, and for the short synthesis of SF5-Sulfoxaflor. The experimental process involved the reaction of 5-Bromo-2-chloropyridine(cas: 53939-30-3Reference of 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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. Reference of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Zhao, Jiannan; Brosmer, Jonathan L.; Tang, Qingxuan; Yang, Zhongyue; Houk, K. N.; Diaconescu, Paula L.; Kwon, Ohyun published 《Intramolecular Crossed [2+2] Photocycloaddition through Visible Light-Induced Energy Transfer》.Journal of the American Chemical Society published the findings.Name: 2-Bromonicotinaldehyde The information in the text is summarized as follows:

Herein, we present the intramol. [2+2] cycloadditions of dienones promoted through sensitization, using a polypyridyl iridium(III) catalyst, to form bridged cyclobutanes [e.g., I → II (93%)]. In contrast to previous examples of straight [2+2] cycloadditions, these efficient crossed additions were achieved under irradiation with visible light. The reactions delivered desired bridged benzobicycloheptanone products with excellent regioselectivity in high yields (up to 96%). This process is superior to previous syntheses of benzobicyclo[3.1.1]heptanones, which are readily converted to B-norbenzomorphan analogs of biol. significance. Electrochem., computational, and spectroscopic studies substantiated the mechanism of triplet energy transfer and explained the unusual regiocontrol. In the part of experimental materials, we found many familiar compounds, such as 2-Bromonicotinaldehyde(cas: 128071-75-0Name: 2-Bromonicotinaldehyde)

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. Name: 2-Bromonicotinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Chemical & Pharmaceutical Bulletin included an article by Sekimata, Katsuhiko; Sato, Tomohiro; Sakai, Naoki; Watanabe, Hisami; Mishima-Tsumagari, Chiemi; Taguri, Tomonori; Matsumoto, Takehisa; Fujii, Yoshifumi; Handa, Noriko; Honma, Teruki; Tanaka, Akiko; Shirouzu, Mikako; Yokoyama, Shigeyuki; Miyazono, Kohei; Hashizume, Yoshinobu; Koyama, Hiroo. Safety of 2-Pyridinylboronic acid. The article was titled 《Bis-heteroaryl pyrazoles: identification of orally bioavailable inhibitors of activin receptor-like kinase-2 (R206H)》. The information in the text is summarized as follows:

Mutant activin receptor-like kinase-2 (ALK2) was reported to be closely associated with the pathogenesis of fibrodysplasia ossificans progressiva (FOP) and diffuse intrinsic pontine glioma (DIPG), and therefore presents an attractive target for therapeutic intervention. Through in silico virtual screenings and structure-activity relationship studies assisted by X-ray crystallog. analyses, a novel series of bis-heteroaryl pyrazole was identified as potent inhibitors of ALK2 (R206H). Derived from in silico hit compound RK-59638 (6a), compound 18p was identified as a potent inhibitor of ALK2 (R206H) with good aqueous solubility, liver microsomal stability, and oral bioavailability. The experimental process involved the reaction of 2-Pyridinylboronic acid(cas: 197958-29-5Safety of 2-Pyridinylboronic acid)

2-Pyridinylboronic acid(cas: 197958-29-5) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Safety of 2-Pyridinylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem