Category: 374930-88-8

Jung, Woo-Ok; Mai, Binh Khanh; Spinello, Brian J.; Dubey, Zachary J.; Kim, Seung Wook; Stivala, Craig E.; Zbieg, Jason R.; Liu, Peng; Krische, Michael J. published the artcile< Enantioselective Iridium-Catalyzed Allylation of Nitroalkanes: Entry to β-Stereogenic α-Quaternary Primary Amines>, Product Details of C13H19BrN4O2, the main research area is homoallylic nitroalkane preparation enantioselective; nitroalkane allylic acetate allylation iridium catalyst.

The first systematic study of simple nitronate nucleophiles in iridium-catalyzed allylic alkylation was described. Using a tol-BINAP-modified π-allyliridium C,O-benzoate catalyst, α,α-disubstituted nitronates substitute racemic branched alkyl-substituted allylic acetates, thus providing homoallylic nitroalkanes. DFT calculations revealed early transition states that render the reaction less sensitive to steric effects and distinct trans-effects of diastereomeric chiral-at-iridium π-allyl complexes that facilitate formation of congested tertiary-quaternary C-C bonds.

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

Jouffroy, Matthieu; Kelly, Christopher B.; Molander, Gary A. published the artcile< Thioetherification via Photoredox/Nickel Dual Catalysis>, Related Products of 374930-88-8, the main research area is thioether aryl heteroaryl preparation; aryl heteroaryl bromide thioetherification thiol hypervalent alkylsilicate nickel photoredox.

Hypervalent alkylsilicates represent new and readily accessible precursors for the generation of alkyl radicals under photoredox conditions. Alkyl radicals generated from such silicates serve as effective hydrogen atom abstractors from thiols, furnishing thiyl radicals. The reactive sulfur species generated in this manner can be funneled into a nickel-mediated cross-coupling cycle employing aromatic bromides to furnish thioethers. The serendipitous discovery of this reaction and its utilization for the thioetherification of various aryl and heteroaryl bromides with a diverse array of thiols are described. The S-H selective H atom abstraction event enables a wide range of functional groups, including those bearing protic moieties, to be tolerated.

Organic Letters published new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Related Products of 374930-88-8.

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

De Savi, Chris; Waterson, David; Pape, Andrew; Lamont, Scott; Hadley, Elma; Mills, Mark; Page, Ken M.; Bowyer, Jonathan; Maciewicz, Rose A. published the artcile< Hydantoin based inhibitors of MMP13-Discovery of AZD6605>, Product Details of C13H19BrN4O2, the main research area is piperidine ether aryl piperazine hydantoin inhibitor MMP13 osteoarthritis; Cyp P450; Hydantoin; Lead optimisation; MMP13; Zinc binder.

Piperidine ether and aryl piperazine hydantoins are reported as potent inhibitors of MMP13. A medicinal chem. campaign focused on replacing the reverse hydroxamate zinc binding group associated with historical inhibitors with a hydantoin zinc binding group then optimizing MMP13 potency, solubility and DMPK properties while maintaining good selectivity over MMP14. A number of high quality candidates were progressed and following rat and dog safety evaluation, AZD6605 (3m) was identified as a candidate drug.

Bioorganic & Medicinal Chemistry Letters published new progress about Enzyme inhibitors. 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

Yang, Yang; Buchwald, Stephen L. published the artcile< Ligand-Controlled Palladium-Catalyzed Regiodivergent Suzuki-Miyaura Cross-Coupling of Allylboronates and Aryl Halides>, Application of C13H19BrN4O2, the main research area is ligand controlled palladium catalyzed regiodivergent Suzuki allylboronate aryl halide.

An orthogonal set of catalyst systems has been developed for the Suzuki-Miyaura coupling of 3,3-disubstituted and 3-monosubstituted allylboronates with (hetero)aryl halides. These methods allow for the highly selective preparation of either the α- or the γ-isomeric coupling product [e.g., 1-butyl-4-prenylbenzene or 1-butyl-4-(2-methylbut-3-en-2-yl)benzene from reaction of 1-bromo-4-butylbenzene with prenylboronic acid pinacol ester].

Journal of the American Chemical Societypublished new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent) (and heteroaryl). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Application of C13H19BrN4O2.

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

Jouffroy, Matthieu; Kelly, Christopher B.; Molander, Gary A. published the artcile< Thioetherification via Photoredox/Nickel Dual Catalysis>, Electric Literature of 374930-88-8, the main research area is thioether aryl heteroaryl preparation; aryl heteroaryl bromide thioetherification thiol hypervalent alkylsilicate nickel photoredox.

Hypervalent alkylsilicates represent new and readily accessible precursors for the generation of alkyl radicals under photoredox conditions. Alkyl radicals generated from such silicates serve as effective hydrogen atom abstractors from thiols, furnishing thiyl radicals. The reactive sulfur species generated in this manner can be funneled into a nickel-mediated cross-coupling cycle employing aromatic bromides to furnish thioethers. The serendipitous discovery of this reaction and its utilization for the thioetherification of various aryl and heteroaryl bromides with a diverse array of thiols are described. The S-H selective H atom abstraction event enables a wide range of functional groups, including those bearing protic moieties, to be tolerated.

Organic Letterspublished new progress about Aryl bromides Role: RCT (Reactant), RACT (Reactant or Reagent). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Electric Literature of 374930-88-8.

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

Phelan, James P.; Wiles, Rebecca J.; Lang, Simon B.; Kelly, Christopher B.; Molander, Gary A. published the artcile< Correction: Rapid access to diverse, trifluoromethyl-substituted alkenes using complementary strategies [Erratum to document cited in CA169:178001]>, Electric Literature of 374930-88-8, the main research area is trifluoromethyl alkene preparation erratum; silyl alc trifluoromethyl cross coupling palladium erratum; Peterson elimination erratum; organotrifluoroborate cross coupling palladium erratum.

in the original article the Electronic Supplementary Information footnote included addnl. incorrect CCDC numbers for the crystal data reported; the correction is provided here.

Chemical Sciencepublished new progress about Addition reaction. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Electric Literature of 374930-88-8.

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>, Reference 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 Letterspublished new progress about Amidation (Reductive). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Reference of 374930-88-8.

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

Kim, Juhyeon; Kim, Yoon Jung; Londhe, Ashwini M.; Pae, Ae Nim; Choo, Hyunah; Kim, Hak Joong; Min, Sun-Joon published the artcile< Synthesis and biological evaluation of disubstituted pyrimidines as selective 5-HT2C agonists>, SDS of cas: 374930-88-8, the main research area is pyrimidine preparation antagonist HT receptor; 5-HT2C receptor; binding affinity; cell-based assay; disubstituted pyrimidine; selectivity.

The synthesis of disubstituted pyrimidine derivatives I [R1 = 3-F, 4-F; n = 0, 1, 2; R2 = piperazin-1-yl, (2R)-2-methylpiperazin-1-yl, 1,4-diazepan-1-yl], II [R3 = (2R)-2-(3-fluorophenyl)propyl, (2R)-2-(4-fluorophenyl)propyl, 3-fluorophenyl, 4-fluorophenyl; R4 = 1,4-diazepan-1-yl, [(3R)-pyrrolidin-3-yl]aminyl, 2,7-diazaspiro[4.4]nonan-2-yl, etc.] and their biol. evaluation as selective 5-HT2C agonists were described. To improve selectivity for 5-HT2C over other subtypes, two series of disubstituted pyrimidines with fluorophenylalkoxy groups at either the 5-position or 4-position and varying cyclic amines at the 2-position were synthesized. The in vitro cell-based assay and binding assay identified compounds II [R3 = (2R)-2-(3-fluorophenyl)propyl, R4 = 1,4-diazepan-1-yl (I); R3 = (2R)-2-(4-fluorophenyl)propyl, R4 = 1,4-diazepan-1-yl] as potent 5-HT2C agonists. Further studies on selectivity to 5-HT subtypes and drug-like properties indicated that 2,4-disubstituted pyrimidine (I) showed a highly agonistic effect on the 5-HT2C receptor, with excellent selectivity, as well as exceptional drug-like properties, including high plasma and microsomal stability, along with low CYP inhibition. Thus, pyrimidine (I) could be considered a viable lead compound as a 5-HT2C selective agonist.

Moleculespublished new progress about 5-HT receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 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

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>, Electric Literature of 374930-88-8, 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 Letterspublished new progress about Arylation. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Electric Literature of 374930-88-8.

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

Yamagishi, Hiroki; Saito, Hayate; Shimokawa, Jun; Yorimitsu, Hideki published the artcile< Design, Synthesis, and Implementation of Sodium Silylsilanolates as Silyl Transfer Reagents>, Application of C13H19BrN4O2, the main research area is sodium silylsilanolate preparation silyl transfer reagent; palladium catalyzed silylation aryl halide pseudohalide sodium silylsilanolate.

There is an increasing demand for facile delivery of silyl groups onto organic bioactive mols. One of the common methods of silylation via a transition-metal-catalyzed coupling reaction employs hydrosilane, disilane, and silylborane as major silicon sources. However, the labile nature of the reagents or harsh reaction conditions sometimes render them inadequate for the purpose. Thus, a more versatile alternative source of silyl groups has been desired. Authors hereby report a design, synthesis, and implementation of storable sodium silylsilanolates that can be used for the silylation of aryl halides and pseudohalides in the presence of a palladium catalyst. The developed method allows a late-stage functionalization of polyfunctionalized compounds with a variety of silyl groups. Mechanistic studies indicate that (1) a nucleophilic silanolate attacks a palladium center to afford a silylsilanolate-coordinated arylpalladium intermediate and (2) a polymeric cluster of silanolate species assists in the intramol. migration of silyl groups, which would promote an efficient transmetalation.

ACS Catalysispublished new progress about Aryl halides Role: 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 of C13H19BrN4O2.

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