Category: 53939-30-3

Morales-Colon, Maria T.; See, Yi Yang; Lee, So Jeong; Scott, Peter J. H.; Bland, Douglas C.; Sanford, Melanie S. published their research in Organic Letters in 2021. The article was titled 《Tetramethylammonium Fluoride Alcohol Adducts for SNAr Fluorination》.Recommanded Product: 53939-30-3 The article contains the following contents:

Nucleophilic aromatic fluorination (SNAr) is among the most common methods for the formation of C(sp2)-F bonds. Despite many recent advances, a long-standing limitation of these transformations was the requirement for rigorously dry, aprotic conditions to maintain the nucleophilicity of fluoride and suppress the generation of side products. This report addresses this challenge by leveraging tetramethylammonium fluoride alc. adducts (Me4NF·ROH) as fluoride sources for SNAr fluorination. Through systematic tuning of the alc. substituent (R), tetramethylammonium fluoride tert-amyl alc. (Me4NF·t-AmylOH) was identified as an inexpensive, practical, and bench-stable reagent for SNAr fluorination under mild and convenient conditions (80°C in DMSO, without the requirement for drying of reagents or solvent). A substrate scope of more than 50 (hetero) aryl halides and nitroarene electrophiles was demonstrated. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-2-chloropyridine(cas: 53939-30-3Recommanded Product: 53939-30-3)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Chen, Fu-Min; Huang, Fei-Dong; Yao, Xue-Yi; Li, Tian; Liu, Feng-Shou published 《Direct C-H heteroarylation by an acenaphthyl-based α-diimine palladium complex: improvement of the reaction efficiency for bi(hetero)aryls under aerobic conditions》.Organic Chemistry Frontiers published the findings.Reference of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

A bulky acenaphthyl skeleton-based α-diimine palladium complex with ortho-tert-Bu on N-aryl moieties was designed, synthesized and characterized. The developed palladium complex was applied for direct C-H arylation under aerobic reaction conditions. A range of heteroaryls, such as thiazoles, thiophenes, furans, imidazopyridines, indolizines, isoxazoles, imidazoles, triazoles, pyrazoles, indoles, pyrroles and pyrazolidinones, were used, while various coupling partners of heteroaryl bromides with wide functional groups were compatible. Upon using 0.05-0.1 mol% of a precatalyst, more than 90 examples of cross-coupling products were afforded in good to excellent yields, demonstrating that this phosphine-free catalytic system scaffold enables a general access to biheteroaryls. After reading the article, we found that the author used 5-Bromo-2-chloropyridine(cas: 53939-30-3Reference of 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. Reference of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Kirlikovali, Kent O.; Cho, Eunho; Downard, Tyler J.; Grigoryan, Lilit; Han, Zheng; Hong, Sooji; Jung, Dahee; Quintana, Jason C.; Reynoso, Vanessa; Ro, Sooihk; Shen, Yi; Swartz, Kevin; Ter Sahakyan, Elizabeth; Wixtrom, Alex I.; Yoshida, Brandon; Rheingold, Arnold L.; Spokoyny, Alexander M. published 《Buchwald-Hartwig amination using Pd(I) dimer precatalysts supported by biaryl phosphine ligands》.Dalton Transactions published the findings.Related Products of 53939-30-3 The information in the text is summarized as follows:

The synthesis of air-stable Pd(I) dimer complexes featuring biaryl phosphine ligands was reported. Catalytic experiments suggested that these complexes were competent precatalysts that mediated cross-coupling amination reaction between aryl halides with both aliphatic and aromatic amine nucleophiles. An expansion of the air-stable precatalyst toolbox for Pd-catalyzed cross-coupling transformations were represented. The results came from multiple reactions, including the reaction of 5-Bromo-2-chloropyridine(cas: 53939-30-3Related Products of 53939-30-3)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Chiral Hexahalogenated 4,4′-Bipyridines》 was written by Mamane, V.; Peluso, P.; Aubert, E.; Cossu, S.; Pale, P.. Name: 5-Bromo-2-chloropyridineThis research focused ontrihalopyridine dimerization; bipyridinedione regioselective halogenation copper Finkelstein reaction catalyst; bipyridine hexahalogenated preparation kinetic resolution; chiral hexahalogenated bipyridine preparation. The article conveys some information:

The preparation of 27 isomers of chiral hexahalogeno-4,4′-bipyridines by means of two complementary methods is described. The first one is convergent and based on the LDA-induced 4,4′-dimerization of trihalopyridines, whereas the second method is divergent and achieved through regioselective halogenation reactions of 4,4′-bipyridine-2,2′-diones. Iodine in 2,2′-positions of the 4,4′-bipyridines was introduced by a copper-catalyzed Finkelstein reaction (Buchwald procedure) performed on 2,2′-dibromo derivatives Selected compounds of this new family of atropisomeric 4,4′-bipyridines were enantiosepd. by high performance liquid chromatog. on chiral stationary phases, and the absolute configurations of the separated enantiomers were assigned by using X-ray diffraction anal. The latter revealed that various halogen bond types are responsible for crystal cohesion. In the experiment, the researchers used 5-Bromo-2-chloropyridine(cas: 53939-30-3Name: 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Name: 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application In Synthesis of 5-Bromo-2-chloropyridineIn 2021 ,《Directing Group Enables Electrochemical Selectively Meta-Bromination of Pyridines under Mild Conditions》 appeared in Journal of Organic Chemistry. The author of the article were Wu, Yanwei; Xu, Shanghui; Wang, Hong; Shao, Dongxu; Qi, Qiqi; Lu, Yi; Ma, Li; Zhou, Jianhua; Hu, Wei; Gao, Wei; Chen, Jianbin. The article conveys some information:

Without the use of catalysts and oxidants, a facile and sustainable electrochem. bromination protocol was developed. By introducing the directing groups, the regioselectivity of pyridine derivatives could be controlled at the meta-position utilizing the inexpensive and safe bromine salts at room temperature A variety of brominated pyridine derivatives were obtained in 28-95% yields, and the reaction could be readily performed at a gram scale. By combining the installation and removing the directing group, the concept of meta-bromination of pyridines could be verified. After reading the article, we found that the author used 5-Bromo-2-chloropyridine(cas: 53939-30-3Application In Synthesis of 5-Bromo-2-chloropyridine)

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 In Synthesis of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Mikhailine, Alexandre A.; Grasa Mannino, Gabriela A.; Colacot, Thomas J. published 《Catalyst-Directed Chemoselective Double Amination of Bromo-chloro(hetero)arenes: A Synthetic Route toward Advanced Amino-aniline Intermediates》.Organic Letters published the findings.COA of Formula: C5H3BrClN The information in the text is summarized as follows:

A chemoselective sequential one-pot coupling protocol was developed for preparing several amino-anilines in high yield as building blocks for active pharmaceutical ingredients (APIs). Site (Cl vs Br on electrophile) and nucleophile (amine vs imine) selectivity is dictated by the catalyst employed. A Pd-crotyl(t-BuXPhos) precatalyst selectively coupled the Ar-Br of the polyhaloarene with benzophenone imine, even in the presence of a secondary amine, while Pd-based RuPhos or (BINAP)Pd(allyl)Cl coupled the Ar-Cl site with secondary amines. In the experimental materials used by the author, we found 5-Bromo-2-chloropyridine(cas: 53939-30-3COA of Formula: C5H3BrClN)

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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.COA of Formula: C5H3BrClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Perato, Serge; De Giorgi, Marcella; Burzicki, Gregory; Legalite, Florent; Rault, Sylvain; Voisin-Chiret, Anne Sophie published 《Focus on microwave assisted halogen-halogen exchange reaction conditions on 2-halopyridines》.Current Microwave Chemistry published the findings.Category: pyridine-derivatives The information in the text is summarized as follows:

This paper describes an optimized microwave irradiation-assisted methodol. for halogen-halogen exchange reactions on various substituted pyridines. The protocol provides an efficient and simple methodol. to improve the reactivity of some positions on the pyridine ring towards metallocatalyzed reactions. Influence of various substituents were explored and limiting factors of reaction highlighted. In addition to this study using 5-Bromo-2-chloropyridine, there are many other studies that have used 5-Bromo-2-chloropyridine(cas: 53939-30-3Category: pyridine-derivatives) was used in this study.

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Awwadi, Firas F.; Turnbull, Mark M.; Alwahsh, Manal I.; Haddad, Salim F. published 《May halogen bonding interactions compete with Cu···Cl semi-coordinate bonds? Structural, magnetic and theoretical studies of two polymorphs of trans-bis(5-bromo-2-chloro pyridine)dichlorocopper(II) and trans-bis(2,5-dichloropyridine)dichlorocopper(II)》.New Journal of Chemistry published the findings.Reference of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

Two polymorphs of Cu(25dcp)2Cl2 [Cu(25dcp)2Cl2_p1 and Cu(25dcp)2Cl2_p2] and Cu(5b2cp)2Cl2 [Cu(5b2cp)2Cl2_p1 and Cu(5b2cp)2Cl2_p2] were prepared and characterized by single crystal X-ray diffraction (25dcp = 2,5-dichloropyridine and 5b2cp = 5-bromo-2-chloropyridine). The four structures crystallize in the monoclinic crystal system: three of them (Cu(25dcp)2Cl2_p1, Cu(5b2cp)2Cl2_p2 and Cu(25dcp)2Cl2_p2) crystallize in the C2/c space group and the fourth one (Cu(5b2cp)2Cl2_p1) in the C2/m space group. Cu(5b2cp)2Cl2_p1 and Cu(25dcp)2Cl2_p1 are structurally isomorphous. The formation of two polymorphs for each complex is a result of competition between Cl···Cu semi-coordinate bonds and C-X···Cl-Cu (X = Cl or Br) halogen bonding interactions. The formation of C-X···Cl-Cu halogen bonding alone resulted in crystallization of Cu(25dcp)2Cl2_p1 and Cu(5b2cp)2Cl2_p1, whereas the formation of the Cu···Cl semi-coordinate bonds resulted in the formation of Cu(25dcp)2Cl2_p2 and Cu(5b2cp)2Cl2_p2. To our knowledge, these are the first examples in which the competition between the halogen bonding interactions and the semi-coordinate Cu···Cl resulted in the formation of different polymorphs. The calculated electrostatic potential was used to rationalize the formation of the different polymorphs. The magnetic properties of Cu(5b2cp)2Cl2_p1 were studied; it is found to obey an antiferromagnetic chain model. This magnetic behavior was rationalized using the two-halide exchange pathway. Structurally, Cu(5b2cp)2Cl2_p1 forms a chain structure based on Cu-Cl···Cl-Cu interactions. The mapped electron d. with spin d. showed the presence of a spin-d.-end-cap along the Cu-Cl bond. This spin-d.-end-cap corroborates the observed antiferromagnetic interactions. In the experiment, the researchers used 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 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. Reference of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,McKinney, David C.; Eyermann, Charles J.; Gu, Rong-Fang; Hu, Jun; Kazmirski, Steven L.; Lahiri, Sushmita D.; McKenzie, Andrew R.; Shapiro, Adam B.; Breault, Gloria published 《Antibacterial FabH Inhibitors with Mode of Action Validated in Haemophilus influenzae by in Vitro Resistance Mutation Mapping》.ACS Infectious Diseases published the findings.Synthetic Route of C5H3BrClN The information in the text is summarized as follows:

Fatty acid biosynthesis is essential to bacterial growth in Gram-neg. pathogens. Several small mols. identified through a combination of high-throughput and fragment screening were cocrystd. with FabH (β-ketoacyl-acyl carrier protein synthase III) from Escherichia coli and Streptococcus pneumoniae. Structure-based drug design was used to merge several scaffolds to provide a new class of inhibitors. After optimization for Gram-neg. enzyme inhibitory potency, several compounds demonstrated antimicrobial activity against an efflux-neg. strain of Haemophilus influenzae. Mutants resistant to these compounds had mutations in the FabH gene near the catalytic triad, validating FabH as a target for antimicrobial drug discovery.5-Bromo-2-chloropyridine(cas: 53939-30-3Synthetic Route of C5H3BrClN) was used in this study.

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. Synthetic Route of C5H3BrClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Ma, Xiantao; Yu, Lei; Su, Chenliang; Yang, Yaqi; Li, Huan; Xu, Qing published 《Efficient Generation of C-S Bonds via a By-Product-Promoted Selective Coupling of Alcohols, Organic Halides, and Thiourea》.Advanced Synthesis & Catalysis published the findings.Recommanded Product: 53939-30-3 The information in the text is summarized as follows:

A metal- and base-free three-component coupling of alcs., heteroaryl halides, and thiourea has been developed for direct and selective synthesis of heteroaryl thioethers. This method can be easily scaled up to the gram scale and extended to dialkyl thioethers, heteroaryl selenides, benzothiazoles, and some antimycobacterially-active thioethers. Mechanistic studies revealed that a byproduct-promoted in situ C-O activation of alcs. to more reactive alkyl halides and slow release of the thiol and alkyl halide intermediates are the key to the high selectivity and success of the reaction. The results came from multiple reactions, including the reaction of 5-Bromo-2-chloropyridine(cas: 53939-30-3Recommanded Product: 53939-30-3)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem