Month: October 2022

《Silver(I)-Catalyzed Enantioselective [3+2]-Cycloaddition Reaction of α-Silylimines: A Facile Route to Quaternary-Carbon-Rich Scaffolds》 was written by Kesava-Reddy, Naredla; Golz, Christopher; Strohmann, Carsten; Kumar, Kamal. Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile And the article was included in Chemistry – A European Journal in 2016. The article conveys some information:

A silver-catalyzed highly enantioselective 1,3-dipolar cycloaddition reaction of α-silylimines with pyrone-based trisubstituted olefins was developed affording bi- and tricyclic α-quaternary-carbon-rich pyrano-pyrrolidines in excellent yields. The tricyclic benzopyrone adducts thus obtained were efficiently transformed into highly complex tetracyclic scaffolds supporting four consecutive stereogenic centers with three quaternary carbons. The experimental process involved the reaction of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile)

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2004,Wityak, John; Hobbs, Frank W.; Gardner, Daniel S.; Santella, Joseph B.; Petraitis, Joseph J.; Sun, Jung-Hui; Favata, Margaret F.; Daulerio, Andrea J.; Horiuchi, Kurumi Y.; Copeland, Robert A.; Scherle, Peggy A.; Jaffe, Bruce D.; Trzaskos, James M.; Magolda, Ronald L.; Trainor, George L.; Duncia, John V. published 《Beyond U0126. Dianion chemistry leading to the rapid synthesis of a series of potent MEK inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.HPLC of Formula: 31938-07-5 The information in the text is summarized as follows:

Employing phenylmalonitrile dianion chem., a large number of analogs of MEK inhibitor lead SH053 (IC50=140 nM) were rapidly synthesized leading to single digit nM inhibitors, displaying submicromolar AP-1 transcription inhibition in COS-7 cells. Pyridine compound, exhibiting a MEK IC50=12 nM showed i.p. activity in a TPA-induced ear edema model with an ED50=5 mg/kg. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5HPLC of Formula: 31938-07-5)

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.HPLC of Formula: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2013,Guin, Joyram; Varseev, Georgy; List, Benjamin published 《Catalytic Asymmetric Protonation of Silyl Ketene Imines》.Journal of the American Chemical Society published the findings.COA of Formula: C8H6BrN The information in the text is summarized as follows:

An efficient catalytic and highly enantioselective protonation of silyl ketene imines is described. The reaction is catalyzed by the chiral phosphoric acids TRIP or STRIP (I and II, resp.) in the presence of a stoichiometric amount of methanol as the proton source and silyl acceptor. A variety of substituted racemic silyl ketene imines have been transformed into highly enantioenriched nitriles [e.g., (±)-(4-MeOC6H4)MeC:C:NTBS → (S)-(4-MeOC6H4)CHMeCN].2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5COA of Formula: C8H6BrN) was used in this study.

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.COA of Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2014,Liu, Yang; Meng, Ge; Zheng, Aqun; Chen, Fener; Chen, Wenxue; Clercq, Erik De; Pannecouque, Christophe; Balzarini, Jan published 《Design and synthesis of a new series of cyclopropylamino-linking diarylpyrimidines as HIV non-nucleoside reverse transcriptase inhibitors》.European Journal of Pharmaceutical Sciences published the findings.Recommanded Product: 31938-07-5 The information in the text is summarized as follows:

A new series of 29 diarylpyrimidine analogs featuring a cyclopropylamino group between the pyrimidine scaffold and the aryl wing have been synthesized. All of the new compounds have been characterized by spectra anal. The target mols. were evaluated for their in vitro anti-HIV activity with FDA-approved drugs as references Some of the compounds exhibited moderate to potent activities against wild-type HIV-1. The compound 4-((4-((cyclopropylamino)(2,5-difluorophenyl)methyl)pyrimidin-2-yl)amino)benzonitrile (1e) displayed potent anti-HIV-1 activity against WT HIV-1 with an IC50 of 0.099 μM and a selectivity index of 2302. The preliminary structure-activity relationship (SAR) of this new series of compounds was also investigated. The experimental part of the paper was very detailed, including the reaction process of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Recommanded Product: 31938-07-5)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.Recommanded Product: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2018,Angewandte Chemie, International Edition included an article by Huang, Long; Rueping, Magnus. COA of Formula: C7H3BrFN. The article was titled 《Direct Cross-Coupling of Allylic C(sp3)-H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis》. The information in the text is summarized as follows:

An efficient protocol for the direct allylic C(sp3)-H bond activation of unactivated tri- and tetrasubstituted alkenes and their functionalization with aryl- and vinylbromides by nickel and visible-light photocatalysis has been developed. The method allows C(sp2)-C(sp3) formation under mild reaction conditions with good functional-group tolerance and excellent regioselectivity. The results came from multiple reactions, including the reaction of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3COA of Formula: C7H3BrFN)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.COA of Formula: C7H3BrFN It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Journal of the American Chemical Society included an article by Huang, David; Szewczyk, Suzanne M.; Zhang, Pengpeng; Newhouse, Timothy R.. COA of Formula: C8H6BrN. The article was titled 《Allyl-Nickel Catalysis Enables Carbonyl Dehydrogenation and Oxidative Cycloalkenylation of Ketones》. The information in the text is summarized as follows:

We herein disclose the first report of a first-row transition metal-catalyzed α,β-dehydrogenation of carbonyl compounds using allyl-nickel catalysis. This development overcomes several limitations of previously reported allyl-palladium-catalyzed oxidation, and is further leveraged for the development of an oxidative cycloalkenylation reaction that provides access to bicycloalkenones with fused, bridged, and spirocyclic ring systems using unactivated ketone and alkene precursors. In the experiment, the researchers used many compounds, for example, 4-Cyanobenzyl bromide(cas: 17201-43-3COA of Formula: C8H6BrN)

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.COA of Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Journal of the American Chemical Society included an article by Shi, Yongjia; Gao, Qian; Xu, Senmiao. Reference of 2-(3-Bromophenyl)acetonitrile. The article was titled 《Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes》. The information in the text is summarized as follows:

The authors herein report an Ir-catalyzed enantioselective C(sp3)-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the 1st time. A variety of substrates with α-quaternary C centers could be compatible in this reaction to provide β-borylated products with good to excellent enantioselectivities. Also the borylated products can be used as versatile precursors engaging in stereospecific transformations of C-B bonds, including the synthesis of a bioactive compound Levomilnacipran. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Reference of 2-(3-Bromophenyl)acetonitrile)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.Reference of 2-(3-Bromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,European Journal of Medicinal Chemistry included an article by Pan, Xiaoyan; Liang, Liyuan; Sun, Ying; Si, Ru; Zhang, Qingqing; Wang, Jin; Fu, Jia; Zhang, Junjie; Zhang, Jie. Electric Literature of C7H3BrFN. The article was titled 《Discovery of novel Bcr-AblT315I inhibitors with flexible linker. part 1: confirmation optimization of phenyl-1H-indazol-3-amine as hinge binding moiety》. The information in the text is summarized as follows:

As a continuation to our research, a series of novel Bcr-Abl inhibitors incorporated with 6-phenyl-1H-indazol-3-amine as hinge binding moiety (HBM) were developed based on confirmation anal. Biol. results indicated that these compounds exhibited an enhanced inhibition against Bcr-AblWT and Bcr-AblT315I in kinases assays, along with improved anti-proliferative activities in K562 cell assays. In particular, compound Y9(I) displayed comparable potency with that of imatinib. It potently inhibited Bcr-AblWT and Bcr-AblT315I kinases with IC50 of 0.043 μM and 0.17 μM, resp. Furthermore,(I) inhibited the proliferation of K562 and K562R cells with IC50 of 1.65 μM and 5.42 μM, resp. Therefore, 6-phenyl-1H-indazol-3amine as HBM, combined with flexible linker, is a successful strategy contribute to research on T315I mutant resistance, and I could be served as a starting point for further optimization. After reading the article, we found that the author used 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Electric Literature of C7H3BrFN)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Electric Literature of C7H3BrFN 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes》 were Ghosh, Indrajit; Khamrai, Jagadish; Savateev, Aleksandr; Shlapakov, Nikita; Antonietti, Markus; Koenig, Burkhard. And the article was published in Science (Washington, DC, United States) in 2019. Product Details of 623-00-7 The author mentioned the following in the article:

In photoredox catalysis, an excited chromophore typically activates a single reactant either by oxidizing or reducing it. Ghosh et al. used a semiconductor catalyst to activate two reactants at once by quenching both an excited electron and the residual pos. hole (see the Perspective by Swift). As such, two different reactive carbon or halide fragments could be appended to sep. sites on an aryl ring. The catalyst also tolerated strong nucleophiles such as cyanide and could be recovered easily and reused. The results came from multiple reactions, including the reaction of 4-Bromobenzonitrile(cas: 623-00-7Product Details of 623-00-7)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Product Details of 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Aryl dechlorination and defluorination with an organic super-photoreductant》 was published in Photochemical & Photobiological Sciences in 2020. These research results belong to Glaser, Felix; Larsen, Christopher B.; Kerzig, Christoph; Wenger, Oliver S.. HPLC of Formula: 1194-02-1 The article mentions the following:

Direct excitation of the com. available super-electron donor tetrakis(dimethylamino)ethylene (TDAE) with light-emitting diodes at 440 or 390 nm provides a stoichiometric reductant that is able to reduce aryl chlorides and fluorides. The method is very simple and requires only TDAE, substrate, and solvent at room temperature The photoactive excited state of TDAE has a lifetime of 17.3 ns in cyclohexane at room temperature and an oxidation potential of ca. -3.4 V vs. SCE. This makes TDAE one of the strongest photoreductants able to operate on the basis of single excitation with visible photons. Direct substrate activation occurs in benzene, but acetone is reduced by photoexcited TDAE and substrate reduction takes place by a previously unexplored solvent radical anion mechanism. Our work shows that solvent can have a leveling effect on the photochem. available redox power, reminiscent of the pH-leveling effect that solvent has in acid-base chem. The experimental process involved the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1HPLC of Formula: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.HPLC of Formula: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts