Tag: M.W:300-400

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

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

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

Dong, Weizhe; Badir, Shorouk O.; Zhang, Xuange; Molander, Gary A. published the artcile< Accessing Aliphatic Amines in C-C Cross-Couplings by Visible Light/Nickel Dual Catalysis>, Product Details of C13H19BrN4O2, the main research area is trimethylsilylmethanamine aryl bromide nickel catalyst regioselective aminoalkylation; aryl methanamine preparation.

A general aminoalkylation of aryl halides were developed, overcoming intolerance of free amines in nickel-mediated C-C coupling. This transformation features broad functional group tolerance and high efficiency. Taking advantage of the fast desilylation of α-silylamines upon single-electron transfer (SET) facilitated by carbonate, α-amino radicals were generated regioselectively, which then engage in nickel-mediated C-C coupling. The reaction displays high chemoselectivity for C-C over C-N bond formation. Highly functionalized pharmacophores and peptides were also amenable.

Organic Letters published new progress about Alkylation, chemoselective. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Product Details of C13H19BrN4O2.

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

Wang, Xin; Liu, Wei-Gang; Tung, Chen-Ho; Wu, Li-Zhu; Cong, Huan published the artcile< A Monophosphine Ligand Derived from Anthracene Photodimer: Synthetic Applications for Palladium-Catalyzed Coupling Reactions>, Safety of tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate, the main research area is monophosphine ligand anthracene photodimer preparation coupling catalyst; Miyaura borylation Suzuki couplings heterocyclic electrophile.

Herein, we present an air-stable dianthracenyl monophosphine ligand (diAnthPhos) which can be prepared in two steps from com. available anthracene derivatives The ligand exhibits excellent efficiency for palladium-catalyzed coupling reactions. In particular, Miyaura borylation of heterocycle-containing electrophiles can be facilitated employing the diAnthPhos ligand with a broad substrate scope and low catalyst loading. The valuable synthetic utility of the new ligand is further demonstrated by a one-pot Miyaura borylation/Suzuki coupling protocol for heteroaryl-containing substrates.

Organic Letters published new progress about Arylation. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Safety of tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate.

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

Xiang, Ming; Pfaffinger, Dana E.; Ortiz, Eliezer; Brito, Gilmar A.; Krische, Michael J. published the artcile< Enantioselective Ruthenium-BINAP-Catalyzed Carbonyl Reductive Coupling of Alkoxyallenes: Convergent Construction of syn-sec,tert-Diols via (Z)-σ-Allylmetal Intermediates>, Application In Synthesis of 374930-88-8, the main research area is benzhydryloxyallene aldehyde ruthenium catalyst diastereoselective enantioselective reductive coupling reaction; aryl alc benzhydryloxyallene ruthenium catalyst diastereoselective enantioselective reductive coupling; benzhydryloxy alkenol preparation.

The first catalytic enantioselective ruthenium-catalyzed carbonyl reductive couplings of allene pronucleophiles was described. Using an iodide-modified ruthenium-BINAP-catalyst and O-benzhydryl alkoxyallene, carbonyl (α-alkoxy)allylation occurs from the alc. or aldehyde oxidation level to form enantiomerically enriched syn-sec,tert-diols. Internal chelation directs intervention of (Z)-σ-alkoxyallylruthenium isomers, which engage in stereospecific carbonyl addition

Journal of the American Chemical Society published new progress about Alkenyl alcohols Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

Sanchez-Arias, Juan A.; Rabal, Obdulia; Cuadrado-Tejedor, Mar; de Miguel, Irene; Perez-Gonzalez, Marta; Ugarte, Ana; Saez, Elena; Espelosin, Maria; Ursua, Susana; Haizhong, Tan; Wei, Wu; Musheng, Xu; Garcia-Osta, Ana; Oyarzabal, Julen published the artcile< Impact of Scaffold Exploration on Novel Dual-Acting Histone Deacetylases and Phosphodiesterase 5 Inhibitors for the Treatment of Alzheimer's Disease>, Formula: C13H19BrN4O2, the main research area is histone deacetylase phosphodiesterase 5 inhibitor preparation Alzheimer treatment; Alzheimer’s disease; HDACs; PDE5; dual inhibitor; tadalafil; vardenafil.

A novel systems therapeutics approach, involving simultaneous inhibition of phosphodiesterase 5 (PDE5) and histone deacetylase (HDAC), has been validated as a potentially novel therapeutic strategy for the treatment of Alzheimer’s disease (AD). First-in-class dual inhibitors bearing a sildenafil core have been very recently reported, and the lead mol. CM-414 has proven this strategy in AD animal models. Because scaffolds may play a critical role in primary activities and ADME-Tox profiling as well as on intellectual property, the authors have explored alternative scaffolds (vardenafil- and tadalafil-based cores) and evaluated their impact on critical parameters such as primary activities, permeability, toxicity, and in vivo (pharmacokinetics and functional response in hippocampus) to identify a potential alternative lead mol. bearing a different chemotype for in vivo testing.

ACS Chemical Neuroscience published new progress about Alzheimer disease. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Formula: C13H19BrN4O2.

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

Link, Achim; Zhou, Yujing; Buchwald, Stephen L. published the artcile< CuH-Catalyzed Asymmetric Reductive Amidation of α,β-Unsaturated Carboxylic Acids>, Computed Properties of 374930-88-8, the main research area is chiral amide preparation enantioselective amidation carboxylic acid secondary amine.

The direct enantioselective copper hydride (CuH)-catalyzed synthesis of β-chiral amides from α,β-unsaturated carboxylic acids and secondary amines under mild reaction conditions is reported. The method utilizes readily accessible carboxylic acids and tolerates a variety of functional groups in the β-position including several heteroarenes. A subsequent iridium-catalyzed reduction to γ-chiral amines can be performed in the same flask without purification of the intermediate amides.

Organic Letters published new progress about Amidation (Reductive). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Computed Properties of 374930-88-8.

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

Shallal, Hassan M.; Russu, Wade A. published the artcile< Discovery, synthesis, and investigation of the antitumor activity of novel piperazinylpyrimidine derivatives>, SDS of cas: 374930-88-8, the main research area is piperazinylpyrimidine derivative preparation antitumor activity breast carcinoma kinase profiling.

Protein kinases play several pertinent roles in cell proliferation, and targeting these proteins has been shown to be a successful strategy toward controlling different malignancies. Despite the great discovery stories during the last two decades, there is still a demand for anticancer small mols. with the potential of being selective on both the protein kinase and/or the cellular level. A series of novel piperazinylpyrimidine compounds was synthesized and the members tested for their potential to selectively inhibit the growth of certain tumor cell lines included within the NCI-60 cell line panel. MDA-MB-468, a triple-neg./basal-like breast carcinoma cell line was among the most sensitive cell lines towards compounds I and II. The three most interesting compounds identified in cellular screens (I, II, and III) were subjected to kinase profiling and found to have an interesting selective tendency to target certain kinase subfamily members; PDGFR, CK1, RAF and others. Compound I showed a selective tendency to bind to and/or inhibit the function of certain KIT and PDGFRA mutants compared to their wild-type isoforms. Piperazinylpyrimidine based derivatives represent a new class of selective kinase inhibitors. Significantly, I is more potent at inhibiting oncogenic mutant forms of PDGFR family kinases, which is relevant in terms of its potential use in treating tumors that have become resistant to treatment or driven by such mutations. The clin. demand for agents useful in the control of triple-neg./basal-like breast cancer justifies interest in compound II which is a potent growth inhibitor of MDA-MB-468 cell line.

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, SDS of cas: 374930-88-8.

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