Category: 53939-30-3

Gramage-Doria, Rafael’s team published research in European Journal of Organic Chemistry in 2018 | CAS: 53939-30-3

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.Related Products of 53939-30-3

《Ruthenium-Catalyzed C-H Bond Heteroarylation of Triazoles Enabled by a Deconvolution Strategy》 was written by Gramage-Doria, Rafael; Roisnel, Thierry. Related Products of 53939-30-3This research focused ontriazolyl biaryl teraryl chemoselective regioselective preparation; optimization catalyst base solvent directed arylation phenyltriazole bromoarene; ruthenium catalyst regioselective monoarylation diarylation phenyltriazole bromoarene. The article conveys some information:

The ruthenium-catalyzed regioselective arylation of phenyltriazole I with aryl and heteroaryl bromides was optimized using a convolution strategy in which mixtures of carboxylate salts and bases were used instead of single reagents to minimize the number of experiments required to find optimal conditions. In the presence of [RuCl2(p-cymene)]2 and using potassium acetate and potassium carbonate as reagents in N-methyl-2-pyrrolidinone, I underwent regioselective directed mono- and diarylation reactions with aryl and heteroaryl bromides (depending on stoichiometry) such as 4-bromopyridine to yield triazolyl biaryls and teraryls such as II (R = H, 4-pyridinyl); 3-bromobenzonitrile and 2-bromotoluene (bearing meta and ortho substituents) were effective aryl bromides in the arylation.5-Bromo-2-chloropyridine(cas: 53939-30-3Related Products of 53939-30-3) was used in this study.

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.Related Products of 53939-30-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Keylor, Mitchell H.’s team published research in Journal of the American Chemical Society in 2017 | CAS: 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. Formula: C5H3BrClN

In 2017,Keylor, Mitchell H.; Niemeyer, Zachary L.; Sigman, Matthew S.; Tan, Kian L. published 《Inverting Conventional Chemoselectivity in Pd-Catalyzed Amine Arylations with Multiply Halogenated Pyridines》.Journal of the American Chemical Society published the findings.Formula: C5H3BrClN The information in the text is summarized as follows:

A new catalyst system capable of selective chloride functionalization in the Pd-catalyzed amination of 3,2- and 5,2- Br/Cl-pyridines is reported. A reaction optimization strategy employing ligand parametrization led to the identification of 1,1′-bis[bis(dimethylamino)phosphino]ferrocene “”DMAPF””, a readily available yet previously unutilized diphosphine, as a uniquely effective ligand for this transformation. In the part of experimental materials, we found many familiar compounds, such as 5-Bromo-2-chloropyridine(cas: 53939-30-3Formula: C5H3BrClN)

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. Formula: C5H3BrClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

El Abidine Chamas, Zein’s team published research in European Journal of Organic Chemistry in 2013 | CAS: 53939-30-3

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. Electric Literature of C5H3BrClN

In 2013,El Abidine Chamas, Zein; Marchi, Enrico; Modelli, Alberto; Fort, Yves; Ceroni, Paola; Mamane, Victor published 《Highly Fluorescent, π-Extended Indenopyrido[2,1-a]isoindolone Derivatives Prepared by a Palladium-Catalysed Cascade Reaction》.European Journal of Organic Chemistry published the findings.Electric Literature of C5H3BrClN The information in the text is summarized as follows:

A new family of heterocyclic pentacyclic compounds were prepared by a cascade reaction involving 2,5-dihalopyridines and (2-formylphenyl)boronic acids. Most of the compounds exhibit high quantum yields of fluorescence in dichloromethane. In some cases, small changes in the substitution pattern caused fluorescence quenching. To rationalize this effect, a detailed photophys. study combined with electrochem. and computational studies was performed on four representative derivatives It appears that the fluorescence quenching is caused by a thermally activated nonradiative deactivation process that can be prevented in a rigid matrix such as ethanol at 77 °K or PMMA. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-chloropyridine(cas: 53939-30-3Electric Literature of C5H3BrClN)

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. Electric Literature of C5H3BrClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sattigeri, Jitendra A.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2018 | CAS: 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.Application In Synthesis of 5-Bromo-2-chloropyridine

In 2018,Sattigeri, Jitendra A.; Garg, Malvika; Bhateja, Pragya; Soni, Ajay; Rauf, Abdul Rehman Abdul; Gupta, Mahendrakumar; Deshmukh, Mahesh S.; Jain, Tarun; Alekar, Nidhi; Barman, Tarani Kanta; Jha, Paras; Chaira, Tridib; Bambal, Ramesh B.; Upadhyay, Dilip J.; Nishi, Takahide published 《Synthesis and evaluation of thiomannosides, potent and orally active FimH inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Application In Synthesis of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

FimH is a type I fimbrial lectin located at the tip of type-1 pili of Gram-neg. uropathogenic Escherichia coli (UPEC) guiding its ability to adhere and infect urothelial cells. Accordingly, blocking FimH with small mol. inhibitor is considered as a promising new therapeutic alternative to treat urinary tract infections caused by UPEC. Herein, we report that compounds having the S-glycosidic bond (thiomannosides) had improved metabolic stability and plasma exposures when dosed orally. Especially compound 5h showed the potential to inhibit biofilm formation and also to disrupt the preformed biofilm. And compound 5h showed prophylactic effect in UTI model in mice. The experimental process involved the reaction of 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. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Application In Synthesis of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adak, Laksmikanta’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2021 | CAS: 53939-30-3

5-Bromo-2-chloropyridine(cas: 53939-30-3) 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.Application In Synthesis of 5-Bromo-2-chloropyridine

Adak, Laksmikanta; Jin, Masayoshi; Saito, Shota; Kawabata, Tatsuya; Itoh, Takuma; Ito, Shingo; Sharma, Akhilesh K.; Gower, Nicholas J.; Cogswell, Paul; Geldsetzer, Jan; Takaya, Hikaru; Isozaki, Katsuhiro; Nakamura, Masaharu published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Iron-catalyzed enantioselective carbometalation of azabicycloalkenes》.Application In Synthesis of 5-Bromo-2-chloropyridine The article contains the following contents:

The first enantioselective carbometalation reaction of azabicycloalkenes has been achieved by iron catalysis to in situ form optically active organozinc intermediates, which are amenable to further synthetic elaborations. The observed chiral induction, along with the DFT and XAS analyses, reveals the direct coordination of the chiral phosphine ligand to the iron center during the carbon-carbon and carbon-metal bond forming step. This new class of iron-catalyzed asym. reaction will contribute to the synthesis and production of bioactive mols. The results came from multiple reactions, including the reaction of 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. 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.Application In Synthesis of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Borges-Munoz, Amaris’s team published research in Journal of Pharmaceutical and Biomedical Analysis in 2020 | CAS: 53939-30-3

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

《Rapid development of a bromochloropyridine regioisomer purity method enabled by strategic LC screening》 was published in Journal of Pharmaceutical and Biomedical Analysis in 2020. These research results belong to Borges-Munoz, Amaris; Li, Li; Tattersall, Peter. Product Details of 53939-30-3 The article mentions the following:

With the intent to provide aligned, impactful, and efficient strategies for liquid chromatog. method development, tier-based stationary/mobile phase screening workflows have been implemented in the Chem. Process Development department at Bristol Myers Squibb. These workflows are utilized as tools that enable more rapid method generation for early to mid-stage clin. development programs. An illustrative example of applying this approach was the method development for 3-bromo-2-chloropyridine and six of its positional isomeric impurities. Several parameters (gradient time, flow rate, column geometry, particle size, temperature, and solvent effects) were evaluated to achieve a baseline resolved separation for this challenging mixture The impact that the screening workflows have regarding timesavings, effort, and resourcing to develop and optimize this LC method will be discussed. In the experiment, the researchers used 5-Bromo-2-chloropyridine(cas: 53939-30-3Product Details of 53939-30-3)

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sep-21 News Application of 53939-30-3

The chemical industry reduces the impact on the environment during synthesis 53939-30-3, I believe this compound will play a more active role in future production and life.

Reference of 53939-30-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.53939-30-3, name is 5-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, molecular weight is 192.44, as common compound, the synthetic route is as follows.

EXAMPLE 2 N-(2,5-difluorobenzyl)-3-[4-(4-methylpiperazin-l-yl)phenyl][l ,2,4]triazolo[4,3-a]pyridin amine5 -Bromo-2-hydrazinylpyridine (2-2) Hydrazine (1,633 mL, 52.0 mmol) was mixed with a stirred, room temperature of 5-bromo-2- chloropyridine (2000 mg, 10.39 mmol) in dioxane (13 mL). The reaction mixture was stirred for 110 C for overnight. The reaction mixture was quenched with aqueous sodium hydrogen carbonate (saturated, 50 mL). The reaction mixture was extracted with EtOAc (3 x 30mL). The combined organic fractions were washed with brine (saturated, 40 mL), dried and filtered. The solvent was evaporated under reduced pressure to provide the title compound; MS (ES) m/z M calc’d; 188, found: 188.

The chemical industry reduces the impact on the environment during synthesis 53939-30-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GREEN, Ahren; LI, Yiwei; STACHEL, Shawn; WO2012/125667; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 5-Bromo-2-chloropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53939-30-3, 5-Bromo-2-chloropyridine, and friends who are interested can also refer to it.

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.53939-30-3, name is 5-Bromo-2-chloropyridine, molecular formula is C5H3BrClN, molecular weight is 192.44, as common compound, the synthetic route is as follows.HPLC of Formula: C5H3BrClN

EXAMPLE 13-(2-Methoxyphenyl)-6-(4-methoxyphenyl)-[l,2,4]triazolo[4,3-a]pyridine a) 5-Bromo-2-hydrazinylpyridine. A mixture of 5-bromo-2-chloropyridine (11.5 g, 60 mmol) and hydrazine hydrate (100 mL) was refluxed under Argon for 2 h. The mixture was cooled to room temperature, filtered and the solids were washed with water (50 mL x 3), dried to give the title compound (8.30 g, 74.4% yield) as yellow solids. MS: m/z 188.0 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53939-30-3, 5-Bromo-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; IMPACT THERAPEUTICS, INC.; DONG, Haijun; CAI, Suixiong; TIAN, Ye Edward; CHEN, Lei; YU, Zenghui; YIN, Feng; BI, Sheng; LIU, Lijun; WU, Lizhen; WO2012/65297; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 53939-30-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53939-30-3, 5-Bromo-2-chloropyridine, and friends who are interested can also refer to it.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 53939-30-3, name is 5-Bromo-2-chloropyridine. A new synthetic method of this compound is introduced below., 53939-30-3

9.3 ml (9.5 g, 190.2 mmol) hydrazine hydrate are added to a solution of 1.8 g (9.5 mmol) 5-bromo-2-chloropyridine in 25 ml ethanol at RT, while stirring, and the mixture is then stirred at 90 C. for 46 h. After concentration of the reaction mixture in vacuo, the residue is stirred in water and the solid is filtered off, washed with water and diethyl ether and dried in vacuo.Yield: 0.8 g (44% of th.)LC-MS (Method 8): Rt=0.50 min; MS (ESIpos): m/z=188 [M+H]+;1H-NMR (400 MHz, DMSO-d6): delta=8.02 (d, 1H), 7.66 (s, 1H), 7.58 (dd, 1H), 6.69 (d, 1H), 4.16 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53939-30-3, 5-Bromo-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2010/305085; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 53939-30-3

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53939-30-3.

Adding some certain compound to certain chemical reactions, such as: 53939-30-3, name is 5-Bromo-2-chloropyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 53939-30-3. 53939-30-3

2-chloro-5-bromopyridine (4.0 mmol) was added to CHC13 (40 mL), stirred under nitrogen, and BPO (0.08 mmol) and NBS (4.4 mmol) were added to the mixture. The reaction was heated to reflux for 5 h and cooled.The solvent was distilled off under reduced pressure to give a crude product.A solution of morpholine (0.50 mol) in ethanol was added to the crude product of the previous step under nitrogen and stirred at room temperature overnight.The solvent was removed under reduced pressure.The crude product was purified by column chromatography to give 4-(4-bromo-2-fluorophenyl)morpholine.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53939-30-3.

Reference:
Patent; Ocean University of China; Shao Changlun; (69 pag.)CN108658937; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem