Category: 13534-97-9

In 2016,Feng, Xiujuan; Li, Lingyu; Yu, Xiaoqiang; Yamamoto, Yoshinori; Bao, Ming published 《Copper-catalyzed conversion of aryl and heteroaryl bromides into the corresponding iodideã€?Catalysis Today published the findings.Name: 6-Bromopyridin-3-amine The information in the text is summarized as follows:

An efficient method for the synthesis of aryl iodides RI (R = 4-H3CC6H4, 1-naphthyl, 4-H3CC(O)C6H4, etc.) and heteroaryl iodides, R1I (R1 = quinolin-3-yl, 5-fluoro-pyridin-2-yl, thiophen-3-yl, etc.) has been described. The reactions of aryl bromides such as 1-bromo-4-methyl-benzene, 1-bromonaphthalene, 1-bromo-4-chloro-benzene, etc. and heteroaryl bromides such as 2-bromo-pyridine, 3-bromo-thiophene, 6-bromo-nicotinonitrile, etc. with potassium iodide proceeded smoothly in the presence of a copper catalyst under mild reaction conditions to produce the corresponding iodides in satisfactory to excellent yields. The experimental process involved the reaction of 6-Bromopyridin-3-amine(cas: 13534-97-9Name: 6-Bromopyridin-3-amine)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Name: 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2014,Kundu, Debasish; Ahammed, Sabir; Ranu, Brindaban C. published 《Visible Light Photocatalyzed Direct Conversion of Aryl-/Heteroarylamines to Selenides at Room Temperature》.Organic Letters published the findings.Related Products of 13534-97-9 The information in the text is summarized as follows:

A novel strategy for the direct conversion of aryl- and heteroarylamines to selenides has been developed via diazotization of amines with tert-Bu nitrite in neutral medium followed by reaction with diaryl/diheteroaryl/dialkyl diselenides in one pot under photocatalysis at room temperature in the absence of any metal. This reaction is also applied for the synthesis of tellurides. The selenylation of heteroarylamine by this protocol is of much significance because of the difficulty in diazotization of these mols. by a standard diazotization method in acid medium. The results came from multiple reactions, including the reaction of 6-Bromopyridin-3-amine(cas: 13534-97-9Related Products of 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Related Products of 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2015,Nakae, Toyotaka; Hirotsu, Masakazu; Kinoshita, Isamu published 《Di- and mononuclear iron complexes of N,C,S-tridentate ligands containing an aminopyridyl group: effect of the pendant amine site on catalytic properties for proton reduction》.Organometallics published the findings.Formula: C5H5BrN2 The information in the text is summarized as follows:

A series of diiron complexes of N,C,S-tridentate ligands containing a 6-, 5-, or 4-amino-2-pyridyl group, [{Fe(μ-L-κ3N,C,S)(CO)2}Fe(CO)3] [2, L = o-apyBPT; 3, L = m-apyBPT; 4, L = p-apyBPT; apyBPT = 2-(2-aminopyridinyl)-6-(2-phenylthiolato)phenyl-κC1,κN,κS], was prepared Complexes 2-4 were converted to the mononuclear iron(II) complexes trans-[Fe(L-κ3N,C,S)(CO)(PMe2Ph)2] (6, L = o-apyBPT; 7, L = m-apyBPT; 8, L = p-apyBPT). In 2 and 6, the o-amino group is close to Fe bound to the aminopyridyl group. Cyclic voltammograms of 2-4 exhibit two consecutive one-electron reduction events, and catalytic current for proton reduction appears in the presence of acetic acid. The reduction potentials of 2-4 are similar to each other, while the overpotential for proton reduction with o-amino complex 2 is ca. 0.2 V lower than those with 3 and 4. In the mononuclear complexes 6-8, the redox potentials for the FeIII/FeII couple are dependent on the position of the amino group in the pyridine ring, which is described by electronic and steric effects of the amino group. Such effects on the redox potentials are suppressed in the diiron complexes because the reduction occurs at the diiron core with π-accepting CO ligands, which is supported by DFT calculations The lower overpotential in 2 compared with 3 and 4 is attributed to the concerted effect of the amino group proximal to the iron center. The amino group probably acts as a proton acceptor and assists the formation of the H-H bond from a hydride on the iron centers and a proton bound to the amino group. In the experiment, the researchers used many compounds, for example, 6-Bromopyridin-3-amine(cas: 13534-97-9Formula: C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Formula: C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of C5H5BrN2In 2019 ,《Lewis-Acid-Catalyzed Direct Nucleophilic Substitution Reaction of Alcohols for the Functionalization of Aromatic Amines》 was published in ChemistrySelect. The article was written by Nayal, Onkar S.; Thakur, Maheshwar S.; Rana, Rohit; Upadhyay, Rahul; Maurya, Sushil K.. The article contains the following contents:

Herein, an efficient catalytic activity of tin(II) triflate for the N-alkylation of secondary anilines with alcs. for the synthesis of tertiary benzylamines I (R1 = H, 3-OMe, 4-Br, etc.; R2 = H, 4-F, 3-Me, etc.; R3 = Me, Et, i-Pr, allyl) was explored. Mechanistic studies suggest that the developed protocol follows direct nucleophilic substitution pathway instead of imine or enamine pathway. The developed method is also useful for the synthesis of secondary amines as well as late stage functionalization of naturally occurring alcs. The experimental part of the paper was very detailed, including the reaction process of 6-Bromopyridin-3-amine(cas: 13534-97-9Electric Literature of C5H5BrN2)

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.Electric Literature of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Xantphos as a Branch-Selective Ligand for the Acyclic sec-Alkyl Negishi Cross-Coupling of Heteroaryl Halides》 were Cherney, Alan H.; Hedley, Simon J.; Mennen, Steven M.; Tedrow, Jason S.. And the article was published in Organometallics in 2019. Computed Properties of C5H5BrN2 The author mentioned the following in the article:

We present the application of the common bidentate phosphine ligand Xantphos toward the highly selective Negishi cross-coupling of heteroaryl halides and acyclic sec-alkyl organozinc reagents to prepare pharmaceutically relevant motifs. Branched-to-linear ratios of >100:1 can be achieved for several substrates relevant to the pharmaceutical industry, and tolerance of certain acidic protons is exhibited. A high-throughput experimentation approach was taken to rapidly compare Xantphos Pd G3 to other selective Negishi coupling catalysts, leading to sep. reactivity profiles for each methodol. The utility of Xantphos Pd G3 was demonstrated through the scale-up and isolation of a complex pyridine building block. In the experimental materials used by the author, we found 6-Bromopyridin-3-amine(cas: 13534-97-9Computed Properties of C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Computed Properties of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Rational design, synthesis and testing of novel tricyclic topoisomerase inhibitors for the treatment of bacterial infections part 1》 was written by Kirk, R.; Ratcliffe, A.; Noonan, G.; Uosis-Martin, M.; Lyth, D.; Bardell-Cox, O.; Massam, J.; Schofield, P.; Hindley, S.; Jones, D. R.; Maclean, J.; Smith, A.; Savage, V.; Mohmed, S.; Charrier, C.; Salisbury, A-M.; Moyo, E.; Metzger, R.; Chalam-Judge, N.; Cheung, J.; Stokes, N. R.; Best, S.; Craighead, M.; Armer, R.; Huxley, A.. Recommanded Product: 6-Bromopyridin-3-amineThis research focused ontricyclic topoisomerase inhibitor bacterial infection treatment. The article conveys some information:

The alarming reduction in drug effectiveness against bacterial infections has created an urgent need for the development of new antibacterial agents that circumvent bacterial resistance mechanisms. We report here a series of DNA gyrase and topoisomerase IV inhibitors that demonstrate potent activity against a range of Gram-pos. and selected Gram-neg. organisms, including clin.-relevant and drug-resistant strains. In part 1, we present a detailed structure activity relationship (SAR) anal. that led to the discovery of our previously disclosed compound, REDX05931, which has a min. inhibitory concentration (MIC) of 0.06 μg mL-1 against fluoroquinolone-resistant Staphylococcus aureus. Although in vitro hERG and CYP inhibition precluded further development, it validates a rational design approach to address this urgent unmet medical need and provides a scaffold for further optimization, which is presented in part 2. The experimental part of the paper was very detailed, including the reaction process of 6-Bromopyridin-3-amine(cas: 13534-97-9Recommanded Product: 6-Bromopyridin-3-amine)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Recommanded Product: 6-Bromopyridin-3-amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Li, Zhao; Gelbaum, Carol; Campbell, Zachary S.; Gould, Paul C.; Fisk, Jason S.; Holden, Bruce; Jaganathan, Arvind; Whiteker, Gregory T.; Pollet, Pamela; Liotta, Charles L. published 《Pd-Catalyzed Suzuki coupling reactions of aryl halides containing basic nitrogen centers with arylboronic acids in water in the absence of added base》.New Journal of Chemistry published the findings.Synthetic Route of C5H5BrN2 The information in the text is summarized as follows:

The Pd-catalyzed Suzuki coupling reactions of a series of aryl chlorides and aryl bromides containing basic nitrogen centers with arylboronic acids in water in the absence of added base were reported. The reactions proceeded either partially or entirely under acidic conditions. After surveying twenty-two phosphorus ligands, high yields of products were obtained with aryl chlorides only when a bulky ligand, 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole (cataCXiumPtB) was used. In contrast, aryl bromides produced high yields of products in the absence of both added base and added ligand. In order to explore the Suzuki coupling process entirely under acidic conditions, a series of reactions were conducted in buffered acidic media using several model substrates. 4-Chlorobenzylamine, in the presence of cataCXiumPtB, produced high yields of product at buffered pH 6.0; the yields dropped off precipitously at buffered pH 5.0 and lower. The fall-off in yield was attributed to the decomposition of the Pd-ligand complex due to the protonation of the ligand in the more acidic aqueous media. In contrast, in the absence of an added ligand, 4-amino-2-chloropyridine produced quant. yields at buffered pH 3.5 and 4.5 while 4-amino-2-bromopyridine produced quant. yields in a series of buffered media ranging from pH 4.5 to 1.5. These substrates were only partially protonated in acidic media and could behave as active Pd ligands in the Suzuki catalytic cycle.6-Bromopyridin-3-amine(cas: 13534-97-9Synthetic Route of C5H5BrN2) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Synthetic Route of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C5H5BrN2In 2019 ,《Pyridyl-urea catalysts for the solvent-free ring-opening polymerization of lactones and trimethylene carbonate》 appeared in European Polymer Journal. The author of the article were Feng, Rui; Jie, Suyun; Braunstein, Pierre; Li, Bo-Geng. The article conveys some information:

The ring-opening polymerization (ROP) of lactones is an effective method for the preparation of biocompatible and biodegradable aliphatic polyesters, for which the development of efficient organocatalysts with high activity and good controllability is highly desirable. A series of novel pyridyl-urea catalysts was synthesized and applied in the solvent-free ROP of lactones and trimethylene carbonate. Combined with 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), the pyridyl-urea/MTBD systems showed a fast and living/controlled behavior in the ROP, generating polymers with narrow mol. weight distributions. The influences of catalyst structure, type of base, pyridyl-urea/base ratio, feed ratio of monomer/initiator and reaction temperature on the catalytic properties were investigated. A possible mechanism was proposed on the basis of NMR titration and dilution experiments In the experimental materials used by the author, we found 6-Bromopyridin-3-amine(cas: 13534-97-9Formula: C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Formula: C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2009,Butcher, Ken J.; Hurst, Jenny published 《Aromatic amines as nucleophiles in the Bargellini reaction》.Tetrahedron Letters published the findings.Related Products of 13534-97-9 The information in the text is summarized as follows:

Aromatic amines can be employed in the Bargellini condensation with piperidinone and CHCl3 in the presence of NaOH to generate useful intermediates. Rapid, practical access to functionalized, privileged structures may have utility in the synthesis of drug-like mols. An improved synthesis of carfentanil analogs illustrates this point. In the experiment, the researchers used many compounds, for example, 6-Bromopyridin-3-amine(cas: 13534-97-9Related Products of 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Related Products of 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2013,Sharma, Sushila; Kumar, Manoranjan; Kumar, Vishal; Kumar, Neeraj published 《Vasicine catalyzed direct C-H arylation of unactivated arenes: organocatalytic application of an abundant alkaloid》.Tetrahedron Letters published the findings.Application of 13534-97-9 The information in the text is summarized as follows:

Vasicine, a quinazoline alkaloid isolated from Adhatoda vasica, has been employed as an organocatalyst for direct C-H arylation of unactivated arenes with aryl iodides/bromides without the assistance of any transition metal catalyst. A number of sensitive functional groups such as Me, methoxy, O-benzyl, acetyl, and amino were well tolerated under present reaction conditions. Mechanistic investigation supported the involvement of radical intermediates.6-Bromopyridin-3-amine(cas: 13534-97-9Application of 13534-97-9) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Application of 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem