Category: piperazines

Yang, Yang; Mustard, Thomas J. L.; Cheong, Paul Ha-Yeon; Buchwald, Stephen L. published the artcile< Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles>, Application In Synthesis of 374930-88-8, the main research area is Negishi coupling allyl zinc aryl vinyl halide prenyl group; cross-coupling; heterocycles; organozinc reagents; palladium; prenylation.

A linear-selective Negishi coupling reaction was developed and the synthesis of the target compounds was achieved by a reaction of (allyl)zinc reagents [i.e., (prenyl)zinc bromide, (farnesyl)zinc, etc.] with aryl halides, heteroaryl halides, vinyl halides. The reaction features mild reaction conditions and a broad reactant scope with respect to aryl halides and vinyl halides and (allyl)zinc coupling components. Under optimized reaction conditions [2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC][2′-(dicyclohexylphosphino-κP)-N2,N2,N6,N6-tetramethyl[1,1′-biphenyl]-2,6-diamine](methanesulfonate-κO)palladium was used as a catalyst. This synthetic approach was applied to the preparation of 6-methyl-3-(3-methyl-2-buten-1-yl)-9H-carbazol-2-ol (siamenol).

Angewandte Chemie, International Edition published new progress about Allylic compounds Role: RCT (Reactant), RACT (Reactant or Reagent) ((alkenyl)zinc compounds). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Application In Synthesis of 374930-88-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Robke, Lucas; Rodrigues, Tiago; Schroeder, Peter; Foley, Daniel J.; Bernardes, Goncalo J. L.; Laraia, Luca; Waldmann, Herbert published the artcile< Discovery of 2,4-dimethoxypyridines as novel autophagy inhibitors>, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is dimethoxy pyridine derivative preparation autophagy inhibitor structure.

Autophagy is a catabolic process, which mediates degradation of cellular components and has important roles in health and disease. Therefore, small mol. modulators of autophagy are in great demand. Herein, we describe a phenotypic high-content screen for autophagy inhibitors, which led to the discovery of a dimethoxypyridine-based class of autophagy inhibitors, which derive from previously reported, natural product-inspired MAP4K4 inhibitors. Comprehensive structure-activity relationship studies led to a potent compound, and biol. validation experiments indicated that the mode of action was upstream or independent of mTOR.

Tetrahedron published new progress about Apoptosis. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Knippel, James Levi; Ye, Yuxuan; Buchwald, Stephen L. published the artcile< Enantioselective C2-Allylation of Benzimidazoles Using 1,3-Diene Pronucleophiles>, Product Details of C16H22N2O3, the main research area is benzimidazole aryl alkadiene copper catalyst enantioselective regioselective allylation; aryl alkenylbenzimidazole preparation.

Previously, several enantioselective allylation reactions of benzimidazoles were reported that functionalize the nucleophilic nitrogen atom. To the reversal of this inherent selectivity, N-allylation by using electrophilic N-OPiv benzimidazoles with readily available 1,3-dienes as nucleophile precursors were described. CuH-catalyzed approach utilized mild reaction conditions, exhibited broad functional-group compatibility and exclusively formed the C2-allylated product with excellent stereoselectivity.

Organic Letters published new progress about 1,3-Alkadienes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Product Details of C16H22N2O3.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Dong, Zhe; MacMillan, David W. C. published the artcile< Metallaphotoredox-enabled deoxygenative arylation of alcohols>, Quality Control of 374930-88-8, the main research area is alc aryl halide deoxygenative arylation metallaphotoredox.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Quality Control of 374930-88-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Scott, James S.; Birch, Alan M.; Brocklehurst, Katy J.; Broo, Anders; Brown, Hayley S.; Butlin, Roger J.; Clarke, David S.; Davidsson, Ojvind; Ertan, Anne; Goldberg, Kristin; Groombridge, Sam D.; Hudson, Julian A.; Laber, David; Leach, Andrew G.; MacFaul, Philip A.; McKerrecher, Darren; Pickup, Adrian; Schofield, Paul; Svensson, Per H.; Sorme, Pernilla; Teague, Joanne published the artcile< Use of Small-Molecule Crystal Structures To Address Solubility in a Novel Series of G Protein Coupled Receptor 119 Agonists: Optimization of a Lead and in Vivo Evaluation>, Recommanded Product: tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate, the main research area is antidiabetic GPCR119 agonist preparation structure activity crystal structure.

G protein coupled receptor 119 (GPR119) is viewed as an attractive target for the treatment of type 2 diabetes and other elements of the metabolic syndrome. During a program toward discovering agonists of GPR119, we herein describe optimization of an initial lead compound, 2, into a development candidate, 42. A key challenge in this program of work was the insolubility of the lead compound Small-mol. crystallog. was utilized to understand the intermol. interactions in the solid state and resulted in a switch from an aryl sulfone to a 3-cyanopyridyl motif. The compound was shown to be effective in wild-type but not knockout animals, confirming that the biol. effects were due to GPR119 agonism.

Journal of Medicinal Chemistry published new progress about 5-HT2B receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Recommanded Product: tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Nishiguchi, Gisele A.; Atallah, Gordana; Bellamacina, Cornelia; Burger, Matthew T.; Ding, Yu; Feucht, Paul H.; Garcia, Pablo D.; Han, Woo-Seok; Klivansky, Liana; Lindvall, Mika published the artcile< Discovery of novel 3,5-disubstituted indole derivatives as potent inhibitors of Pim-1, Pim-2, and Pim-3 protein kinases>, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is indole pyrazolopyridine derivative preparation SAR Pim kinase inhibitory.

A series of novel 3,5-disubstituted indole e. g., I and pyrazolopyridine e. g., II derivatives as potent and selective inhibitors of all three members of the Pim kinase family is described. High throughput screen identified a pan-Pim kinase inhibitor with a promiscuous scaffold. Guided by structure-based drug design, SAR of the series afforded a highly selective indole chemotype that was further developed into a potent set of compounds against Pim-1, 2, and 3 (Pim-1 and Pim-3: IC50 ≤ 2 nM and Pim-2: IC50 ≤ 100 nM).

Bioorganic & Medicinal Chemistry Letters published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Recommanded Product: 1-Boc-4-(4-Formylphenyl)piperazine.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Eddie, Sharon L.; Gregson, Aaron; Graham, Emma; Burton, Stephanie; Harrison, Timothy; Burden, Roberta; Scott, Christopher J.; Mullan, Paul B.; Williams, Rich published the artcile< Identification and SAR exploration of a novel series of Legumain inhibitors>, Name: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid, the main research area is Legumain mall mol inhibitor SAR dipeptide; Legumain; SAR; Small molecule inhibitor.

This letter describes the development of a series of potent and selective small mol. Legumain inhibitors suitable as chem. probes for in vitro experiments Our previous research had identified a dipeptide inhibitor utilizing a semi-reversible cyano warhead that generated 2, a cell active inhibitor. This work explores an alternative P2-P3 linker and further SAR exploration of the P3 group which led to the identification of 16i, a highly potent inhibitor with excellent physiochem. properties.

Bioorganic & Medicinal Chemistry Letters published new progress about Dipeptides Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (dipeptide Legumain inhibitors). 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, Name: 4-(4-Methyl-1-piperazinyl)phenylboronic Acid.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Bhattacharyya, Bhaswati; Dhara, Kaliprasanna published the artcile< Highly efficient, mild, one pot synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles promoted by N-iodosuccinimide>, Related Products of 197638-83-8, the main research area is benzimidazole benzothiazole imidazopyridine preparation.

A common and highly efficient metal-free route for the synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles from suitable 1,2- functionalized aromatic compounds and various aromatic and aliphatic aldehydes and ferrocenecarboxaldehyde was developed using 1-iodo-2,5-pyrrolidinedione, (N-iodosuccinimide) as the oxidizing agent. The methodol. involved very short reaction time, mild reaction procedure and easy work-up as well as excellent yields of the products. The synthesis of the target compounds was achieved by a reaction of 1,2-benzenediamine, 2-aminobenzenethiol, 2,3-pyridinediamine with aldehydes, such as benzaldehyde derivatives, 4-formylbenzonitrile, 1,3-benzodioxole-5-carboxaldehyde, citronellal, (formyl)ferrocene. The title compounds thus formed included 2-phenyl-1H-benzimidazole, 2-phenylbenzothiazole, (4-methyl-1H-benzimidazol-2-yl)ferrocene, 2-phenyl-3H-imidazo[4,5-b]pyridine derivatives

Journal of the Indian Chemical Society published new progress about Aliphatic aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Related Products of 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Yang, Yang; Oldenhius, Nathan J.; Buchwald, Stephen L. published the artcile< Mild and general conditions for Negishi cross-coupling enabled by the use of palladacycle precatalysts>, COA of Formula: C13H19BrN4O2, the main research area is biaryl preparation; biheteroaryl preparation; heteroarylzinc preparation aryl halide Negishi cross coupling palladacycle catalyst.

A palladacycle-catalyzed Negishi cross coupling between in situ generated heteroaryl zinc reagents and aryl or heteroaryl halides is described. A series of biaryls and biheteroaryls were obtained in good to excellent yields.

Angewandte Chemie, International Edition published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, COA of Formula: C13H19BrN4O2.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Treuer, Adriana V.; De-La-Torre, Pedro; Gutierrez, Margarita I. published the artcile< Synthesis of new (E)-2-(1H-indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles via microwave-assisted Knoevenagel condensation>, Electric Literature of 197638-83-8, the main research area is indolylcarbonyl heteroaryl acrylonitrile preparation stereoselective green chem; heteroaryl aldehyde stereoselective Knoevenagel condensation cyanoacetyl indole microwave irradiation.

A series of new (E)-2-(1H-indole-3-ylcarbonyl)-3-heteroaryl-acrylonitriles I [R = 2-imidazolyl, 5-phenyl-3-isoxazolyl, 5-(4-chlorophenyl)-2-furyl, etc.] was obtained in 30-94% yields from 3-(cyanoacetyl)indole and the corresponding heteroaryl aldehydes RCHO by microwave-assisted (300 W) Knoevenagel reaction at 100 °C.

Journal of Chemistry published new progress about Aryl aldehydes, heteroaryl Role: RCT (Reactant), RACT (Reactant or Reagent). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Electric Literature of 197638-83-8.

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics