Category: 22353-34-0

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 22353-34-0, is researched, Molecular C5H5ClN2, about Pd-Catalyzed Suzuki coupling reactions of aryl halides containing basic nitrogen centers with arylboronic acids in water in the absence of added base, the main research direction is aryl halide arylboronic acid palladium catalyst Suzuki coupling; biaryl preparation.Reference of 5-Chloropyridin-3-amine.

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.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Product Details of 22353-34-0. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Chloropyridin-3-amine, is researched, Molecular C5H5ClN2, CAS is 22353-34-0, about Pyridyl-urea catalysts for the solvent-free ring-opening polymerization of lactones and trimethylene carbonate.

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

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Product Details of 22353-34-0. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Chloropyridin-3-amine, is researched, Molecular C5H5ClN2, CAS is 22353-34-0, about Pyridyl-urea catalysts for the solvent-free ring-opening polymerization of lactones and trimethylene carbonate.

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

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Discovery of 5-substituent-N-arylbenzamide derivatives as potent, selective and orally bioavailable LRRK2 inhibitors, published in 2017-09-01, which mentions a compound: 22353-34-0, Name is 5-Chloropyridin-3-amine, Molecular C5H5ClN2, Synthetic Route of C5H5ClN2.

Leucine-rich repeat kinase 2 (LRRK2) has been suggested as a potential therapeutic target for Parkinson’s disease. Herein we report the discovery of 5-substituent-N-arylbenzamide derivatives as novel LRRK2 inhibitors. Extensive SAR study led to the discovery of compounds I, which demonstrated potent LRRK2 inhibition activity, high selectivity across the kinome, good brain exposure, and high oral bioavailability.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Roczniki Chemii called Investigations on the isomerization of ring-substituted derivatives of 3-nitraminopyridines. I. Chloro-3-nitraminopyridines, Author is Czuba, Wladyslaw, which mentions a compound: 22353-34-0, SMILESS is NC1=CC(=CN=C1)Cl, Molecular C5H5ClN2, Category: dioxole.

6-(m. 139°), 2- (m. 100-3°), 5- (m. 146°), and 4-Chloro-3-nitraminopyridine (m. 179°) (all with decomposition) heated to 40° in concentrated H2SO4 underwent isomerization to 6,6′-dichloro- (I) (m. 215-17°, yield 10%) and 6,6′-dichloro-2-nitro- (II) (m. 165°, 9%), 2,2′-dichloro- (III) (m. 237-9°, 26%), 5,5′-dichloro- 3, 3′-azopyridine (IV) (m. 183°, 16%) and 5-chloro-3-hydroxypyridine (m. 158°, 32%), and 4,4′-dichloro-3,3′-azopyridine (V) (m. 164°, 40%), resp. I, III, IV, and V with SnCl2, Sn, or NaSH gave the hydrazopyridines, m. 183-5°, 209°, 128-31°, and 172°, resp., yields 70-91%. Reduction of III yielded 6-chloro-2,3-diamino- and -3-aminopyridine. A new method of preparation of 3-amino-5-chloropyridine (VI) was described. Br (32 g.) dissolved in 25 g. NaOH, 50 ml. H2O, and 250 g. ice, 25.5 g. 5-chloronicotinic acid amide added, the mixture heated 0.5 hr. at 75°, the solution saturated with NaCl, extracted with Et2O, dried (K2CO3), and evaporated gave 83% VI, m. 82° (C6H6 + ligroine).

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Related Products of 22353-34-0. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Chloropyridin-3-amine, is researched, Molecular C5H5ClN2, CAS is 22353-34-0, about Discovery of 5-substituent-N-arylbenzamide derivatives as potent, selective and orally bioavailable LRRK2 inhibitors. Author is Ding, Xiao; Dai, Xuedong; Long, Kai; Peng, Cheng; Andreotti, Daniele; Bamborough, Paul; Eatherton, Andrew J.; Edge, Colin; Jandu, Karamjit S.; Nichols, Paula L.; Philps, Oliver J.; Stasi, Luigi Piero; Wan, Zehong; Xiang, Jia-Ning; Dong, Kelly; Dossang, Pamela; Ho, Ming-Hsun; Li, Yi; Mensah, Lucy; Guan, Xiaoming; Reith, Alastair D.; Ren, Feng.

Leucine-rich repeat kinase 2 (LRRK2) has been suggested as a potential therapeutic target for Parkinson’s disease. Herein we report the discovery of 5-substituent-N-arylbenzamide derivatives as novel LRRK2 inhibitors. Extensive SAR study led to the discovery of compounds I, which demonstrated potent LRRK2 inhibition activity, high selectivity across the kinome, good brain exposure, and high oral bioavailability.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Yang, Qi-Liang; Wang, Xiang-Yang; Lu, Jia-Yan; Zhang, Li-Pu; Fang, Ping; Mei, Tian-Sheng published the article 《Copper-Catalyzed Electrochemical C-H Amination of Arenes with Secondary Amines》. Keywords: copper catalyzed electrochem carbon hydrogen amination arene secondary amine.They researched the compound: 5-Chloropyridin-3-amine( cas:22353-34-0 ).Computed Properties of C5H5ClN2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:22353-34-0) here.

Electrochem. oxidation represents an environmentally friendly solution to conventional methods that require caustic stoichiometric chem. oxidants. However, C-H functionalizations merging transition-metal catalysis and electrochem. techniques are, to date, largely confined to the use of precious metals and divided cells. Herein, the authors report the 1st examples of Cu-catalyzed electrochem. C-H aminations of arenes at room temperature using undivided electrochem. cells, thereby providing a practical solution for the construction of arylamines. The use of Bu4NI as a redox mediator is crucial for this transformation. From mechanistic studies including kinetic profiles, isotope effects, cyclic voltammetric analyses, and radical inhibition experiments, the reaction appears to proceed via a single-electron-transfer (SET) process, and a high valent Cu(III) species is likely involved. These findings provide a new avenue for transition-metal-catalyzed electrochem. C-H functionalization reactions using redox mediators.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Safety of 5-Chloropyridin-3-amine. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Chloropyridin-3-amine, is researched, Molecular C5H5ClN2, CAS is 22353-34-0, about Pyridyl-urea catalysts for the solvent-free ring-opening polymerization of lactones and trimethylene carbonate.

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

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Electric Literature of C5H5ClN2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Chloropyridin-3-amine, is researched, Molecular C5H5ClN2, CAS is 22353-34-0, about Boric Acid Catalyzed Direct Amidation between Amino-Azaarenes and Carboxylic Acids. Author is Yun, Fan; Cheng, Chunhui; Zhang, Jing; Li, Jingxuan; Liu, Xia; Xie, Rui; Tang, Pingwah; Yuan, Qipeng.

A novel and facile boric acid-catalyzed direct amidation between amino-azaarene compounds and carboxylic acids was developed. The amidation proceeded cleanly and provided good to excellent yields of the desired amides. Boric acid is a green and inexpensive catalyst. It was also found that N,N,N’,N’-tetramethylpropane-1,3-diamine acted as an additive accelerating this boric acid-catalyzed amidation. A mixed acid anhydride was postulated to be the active intermediate responsible for this successful amidation. This direct amidation was an atom- and step-economical reaction.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Chloropyridin-3-amine(SMILESS: NC1=CC(=CN=C1)Cl,cas:22353-34-0) is researched.Electric Literature of C34H22NO2P. The article 《Discovery of Cytochrome P450 4F11 Activated Inhibitors of Stearoyl Coenzyme A Desaturase》 in relation to this compound, is published in Journal of Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:22353-34-0).

Stearoyl-CoA desaturase (SCD) catalyzes the first step in the conversion of saturated fatty acids to unsaturated fatty acids. Unsaturated fatty acids are required for membrane integrity and for cell proliferation. For these reasons, inhibitors of SCD represent potential treatments for cancer. However, systemically active SCD inhibitors result in skin toxicity, which presents an obstacle to their development. We recently described a series of oxalic acid diamides that are converted into active SCD inhibitors within a subset of cancers by CYP4F11-mediated metabolism Herein, we describe the optimization of the oxalic acid diamides and related N-acyl ureas and an anal. of the structure-activity relationships related to metabolic activation and SCD inhibition.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem