Category: nitriles-buliding-blocks

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

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,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 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 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 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 2022,Luo, Ling; Liu, Dan; Lan, Shichao; Gan, Xiuhai published an article in Frontiers in Chemistry (Lausanne, Switzerland). The title of the article was 《Design, synthesis and biological activity of novel chalcone derivatives containing an 1,2,4-oxadiazole moiety》.Category: nitriles-buliding-blocks The author mentioned the following in the article:

To discover a lead compound for agricultural use, 34 novel chalcone derivatives I [R1 = H, 4-MeO, 2,4-di-Cl, etc; R2 = H, 4-Me, 4-F, 4-Cl] and II [R1 = H, 4-Me, 4-MeO, 2-Cl, 2,4-di-Cl; R2 = H, 4-Me, 4-F, 4-Cl] containing an 1,2,4-oxadiazole moiety were designed and synthesized. Their nematocidal activities against Bursaphelenchus xylophilus, Aphelenchoides besseyi and Ditylenchus dipsaci and their antiviral activities against tobacco mosaic virus (TMV), pepper mild mottle virus (PMMoV) and tomato spotted wilt virus (TSWV) were evaluated. Biol. assay results indicated that compounds I [R1 = 3-MeO, 4-MeO, R2 = H] showed good nematocidal activities against B. xylophilus, A. besseyi and D. dipsaci, with LC50 values of 35.5, 44.7 and 30.2μg/mL and 31.8, 47.4 and 36.5μg/mL, resp., which are better than tioxazafen, fosthiazate and abamectin. Furthermore, compound I [R1 = 2-MeO, R2 = H] demonstrated excellent protective activity against TMV, PMMoV and TSWV, with EC50 values of 210.4, 156.2 and 178.2μg/mL, resp., which are superior to ningnanmycin (242.6, 218.4 and 180.5μg/mL). In the experimental materials used by the author, we found 4-Fluorobenzonitrile(cas: 1194-02-1Category: nitriles-buliding-blocks)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Pan, Zhangjin; Li, Wenbo; Zhu, Shuai; Liu, Feng; Wu, Hai-Hong; Zhang, Junliang published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Palladium/TY-Phos-Catalyzed Asymmetric Intermolecular α-Arylation of Aldehydes with Aryl Bromides》.Computed Properties of C7H3BrFN The article contains the following contents:

Herein, an efficient Pd-catalyzed asym. intermol. α-arylation reaction of α-alkyl-α-aryl disubstituted aldehydes with aryl bromides, which provided a rapid access to chiral aldehydes bearing an α-all-carbon quaternary stereocenter in moderate to good yields with good er in most cases was reported. In addition, a pair of enantiomers could be easily prepared with the use of the same ligand by exchanging the aryl groups of aldehyde and aryl bromide.4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Computed Properties of C7H3BrFN) was used in this study.

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.Computed Properties 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

Lan, Chunling Blue; Auclair, Karine published their research in European Journal of Organic Chemistry in 2021. The article was titled 《Ammonium Chloride-Promoted Rapid Synthesis of Monosubstituted Ureas under Microwave Irradiation》.Application of 1194-02-1 The article contains the following contents:

Ammonium chloride promoted the reaction between amines and potassium cyanate to generate monosubstituted ureas in water. This method proceeded rapidly under microwave irradiation and tolerates a broad range of functional groups. Unlike previous strategies, it was compatible with other nucleophiles, acid-labile moieties and most of the common protecting groups. The products precipitate out of solution, allowing facile isolation without column chromatog. In addition to this study using 4-Fluorobenzonitrile, there are many other studies that have used 4-Fluorobenzonitrile(cas: 1194-02-1Application of 1194-02-1) was used in this study.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Organic Process Research & Development included an article by Perkins, Robert J.; Hughes, Alexander J.; Weix, Daniel J.; Hansen, Eric C.. Reference of 4-Bromobenzonitrile. The article was titled 《Metal-Reductant-Free Electrochemical Nickel-Catalyzed Couplings of Aryl and Alkyl Bromides in Acetonitrile》. The information in the text is summarized as follows:

While reductive cross-electrochem. coupling is an attractive approach for the synthesis of complex mols. at both small and large scale, two barriers for large-scale applications have remained: the use of stoichiometric metal reductants and a need for amide solvents. In this communication, new conditions that address these challenges are reported. The nickel-catalyzed reductive cross-coupling of aryl bromides with alkyl bromides can be conducted in a divided electrochem. cell using acetonitrile as the solvent and diisopropylamine as the sacrificial reductant to afford coupling products in synthetically useful yields (22-80%). Addnl., the use of a combination of the ligands 4,4′,4”-tri-tert-butyl-2,2′:6′,2′-terpyridine and 4,4′-di-tert-butyl-2,2′-bipyridine is essential to achieve high yields. In the experiment, the researchers used many compounds, for example, 4-Bromobenzonitrile(cas: 623-00-7Reference of 4-Bromobenzonitrile)

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,Reference of 4-Bromobenzonitrile 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