Archives for Chemistry Experiments of 1448-87-9

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Transition-Metal-Free Cross-Coupling Reactions in Dynamic Thin Films To Access Pyrimidine and Quinoxaline Analogues

The vortex fluidic device (VFD) is effective in modulating the synthesis of pyrimidine and quinoxaline-based compounds at room temperature and in high yield. The formation of the C?N bond occurs in the absence of a transition-metal catalyst, which avoids the contamination of the products with trace amounts of a transition metal. The systematic investigation of the operating parameters for the microfluidic platform in the confined operation mode established an optimum tilt angle of 45 for a 10 mm diameter borosilicate glass tube rotating at 5000 rpm.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N596 | ChemSpider

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Palladium-catalyzed cross-coupling reaction of trialkylbismuthines with 2-haloazines and diazines

An efficient method for the cross-coupling reaction of primary trialkybismuth reagents with 2-haloazines and diazines is reported. The reaction functions with pyridines, pyrimidines, pyridazines and pyrazines and tolerates many functional groups. This method gives access to 2-alkylazines and diazines, a class of compounds which is important in medicinal chemistry.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N657 | ChemSpider

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A new,: Substituted palladacycle for ppm level Pd-catalyzed Suzuki-Miyaura cross couplings in water

A newly engineered palladacycle that contains substituents on the biphenyl rings along with the ligand HandaPhos is especially well-matched to an aqueous micellar medium, enabling valued Suzuki-Miyaura couplings to be run not only in water under mild conditions, but at 300 ppm of Pd catalyst. This general methodology has been applied to several targets in the pharmaceutical area. Multiple recyclings of the aqueous reaction mixture involving both the same as well as different coupling partners is demonstrated. Low temperature microscopy (cryo-TEM) indicates the nature and size of the particles acting as nanoreactors. Importantly, given the low loadings of Pd invested per reaction, ICP-MS analyses of residual palladium in the products shows levels to be expected that are well within FDA allowable limits.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N703 | ChemSpider

Extracurricular laboratory:new discovery of 2-Chloroquinoxaline

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Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer

Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in <10 min), followed by functionalization of the C?Cl site (in <25 min), at room temperature using the same air- and moisture-stable PdI dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds. Do you like my blog? If you like, you can also browse other articles about this kind. Thanks for taking the time to read the blog about 1448-87-9 Reference£º
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Quinoxaline | C8H6N607 | ChemSpider

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Identification of a novel series of orexin receptor antagonists with a distinct effect on sleep architecture for the treatment of insomnia

Dual orexin receptor (OXR) antagonists (DORAs) such as almorexant, 1 (SB-649868), or suvorexant have shown promise for the treatment of insomnias and sleep disorders in several recent clinical trials in volunteers and primary insomnia patients. The relative contribution of antagonism of OX1R and OX2R for sleep induction is still a matter of debate. We therefore initiated a drug discovery project with the aim of creating both OX2R selective antagonists and DORAs. Here we report that the OX 2R selective antagonist 26 induced sleep in mice primarily by increasing NREM sleep, whereas the DORA suvorexant induced sleep largely by increasing REM sleep. Thus, OX2R selective antagonists may also be beneficial for the treatment of insomnia.

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CERTAIN IMIDAZOQUINOXALINONES; A NEW CLASS OF GABA BRAIN RECEPTOR LIGANDS

This invention encompasses compounds of the formula: STR1 and the pharmaceutically acceptable non-toxic salts thereof wherein R 1, R. sub.2, R 3, R 4 are variables;

X and Y represent hydrogen, halogen, hydroxy or amino substituents, with the proviso that when Y is a hydrogen, halogen, or amino substituent, X is hydroxy; and< P>

W represent aryl groups unsubstituted or substituted with halogen, hydroxy, alkyl, alkoxy or amino groups.

These compounds or prodrugs thereof are highly selective agonists, antagonists or inverse agonists or GaBAa brain receptors or prodrugs thereof and are useful in the diagnosis and treatment of anxiety, sleep, and seizure disorder, overdose with benzodiazepine drugs, and enchancement of memory.

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Quinoxaline – Wikipedia,
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Heterocyclic ether type phenoxy fatty acid derivatives and herbicidal composition

A herbicidal composition which comprises an adjuvant and an active ingredient of heterocyclic ether type phenoxy fatty acid derivative having the formula STR1 wherein A represents –CH– or –N–; X represents a halogen atom; n is 0, 1 or 2; R1 represents a hydrogen atom; a lower alkyl group; R2 represents –OH; –O-alkyl group; –OM group (M is an inorganic or organic salt moiety); STR2 –O-lower alkenyl group; –O-benzyl group; –O-lower alkylalkoxy group; –O-phenyl; –O-cyclohexyl, –O-halogenoalkyl, –O-lower alkynyl and –O-cyanoalkyl; R3 and R4 respectively represent a hydrogen atom or a lower alkyl group.

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Quinoxaline | C8H6N489 | ChemSpider

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Acetonitrile Derivatives as Carbonyl Synthons. One-Pot Preparation of Diheteroaryl Ketones via a Strategy of Sequential SNAr Substitution and Oxidation

The anion of 2-aryl acetonitrile derivatives reacted with a variety of heteroaryl chlorides or bromides in an SNAr manifold to afford intermediate anions which were susceptible to oxidation. The addition of sodium peroxide and aqueous NH4OAc solution effected oxidation to afford aryl heteroaryl ketones in good yields. Aryl acetonitrile derivatives are thus umpolung-type synthons of the corresponding aryl carbonyl functionality.

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Quinoxaline – Wikipedia,
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The Hitchhiker’s Guide to Flow Chemistry a?

Flow chemistry involves the use of channels or tubing to conduct a reaction in a continuous stream rather than in a flask. Flow equipment provides chemists with unique control over reaction parameters enhancing reactivity or in some cases enabling new reactions. This relatively young technology has received a remarkable amount of attention in the past decade with many reports on what can be done in flow. Until recently, however, the question, “Should we do this in flow?” has merely been an afterthought. This review introduces readers to the basic principles and fundamentals of flow chemistry and critically discusses recent flow chemistry accounts.

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Quinoxaline – Wikipedia,
Quinoxaline | C8H6N661 | ChemSpider

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New chromogenic and fluorescent probes for anion detection: Formation of a [2 + 2] supramolecular complex on addition of fluoride with positive homotropic cooperativity

(Figure Presented) Two new chromogenic and fluorescent probes for anions have been designed, synthesized, and characterized. These probes contain multiple hydrogen bonding donors including hydrazine, hydrazone, and hydroxyl functional groups for potential anion interacting sites. Despite the possible flexible structural framework due to the presence of sp3 carbon linkage, X-ray structure analysis of probe 2 displayed an essentially planar conformation in the solid state owing to strong crystal packing interactions comprising a combination of favorable pi-pi stacking effect and hydrogen bonding to cocrystallized CH3OH molecules. Both probes 1 and 2 display orange color in DMSO solution and show fairly weak fluorescence at room temperature. Binding studies revealed that both probes 1 and 2 show noticeable colorimetric and fluorescent responses only to F-, OAc-, and H2PO4- among the nine anions tested (F -, Cl-, Br-, I-, OAc-, H2PO4-, HSO4-, ClO 4-, and NO3-). The general trend of the sensitivity to anions follows the order of F- > OAc – > H2PO4- > Cl- > Br- ? I- ? HSO4- ? ClO4- ? NO3-. A 1:2 (probe to anion) binding stoichiometry was found for probe 1 with OAc- and H2PO4- and probe 2 with F-, OAc -, and H2PO4-. The binding isotherm of probe 1 to F- was found to be complicated with apparent multiple equilibria occurring in solution. The formation of an aggregated supramolecular complex upon addition of fluoride is proposed to rationalize the observed optical responses and is supported by ESI mass spectrometry and pulsed-field gradient NMR spectroscopy. Data analysis suggests that the binding of probe 1 to F- shows positive homotropic cooperativity.

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Reference£º
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N549 | ChemSpider