Category: 31938-07-5

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 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 2008,Norris, Timothy; Leeman, Kyle published 《Development of a New Variant of the Migita Reaction for Carbon-Sulfur Bond Formation Used in the Manufacture of Tetrahydro-4-[3-[4-(2-methyl-1H-imidazol-1-yl)phenyl]thio]phenyl-2H-pyran-4-carboxamide》.Organic Process Research & Development published the findings.HPLC of Formula: 31938-07-5 The information in the text is summarized as follows:

Palladium-catalyzed carbon-sulfur bond formation using modified Migita reaction conditions was explored and applied to the synthesis of a former antiasthma drug candidate, tetrahydro-4-[3-[4-(2-methyl-1H-imidazol-1-yl)phenyl]thio]phenyl-2H-pyran-4-carboxamide (1). The reaction was developed into a general method for thioaryl halide cross-coupling, and a specific example of its use to synthesize a key intermediate, tetrahydro-4-[3-(4-fluorophenyl)thio]phenyl-2H-pyran-4-carboxamide was demonstrated at large scale to provide phase II clin. supplies of 1. Comparison of the multistep phase I process and the two-step phase II process showed an overall yield advantage over the bond-forming steps from common starting material to active pharmaceutical ingredient API 1 of 40%. The ligand effect in the modified Migita reaction is described in detail. The second step of the scale-up process illustrated formation of carbon-nitrogen bonds without use of palladium catalysis, providing a contrast to the first reaction; both reactions were developed into efficient single-vessel direct isolation processes. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5HPLC of Formula: 31938-07-5)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2008,Jautze, Sascha; Peters, Rene published 《Enantioselective bimetallic catalysis of Michael additions forming quaternary stereocenters》.Angewandte Chemie, International Edition published the findings.Product Details of 31938-07-5 The information in the text is summarized as follows:

Low catalyst loadings of a planar-chiral ferrocenyl bispalladacycle are sufficient to catalyze the Michael addition of trisubstituted α-cyanoacetates to enones with excellent yields (TONs up to 2450) and high enantioselectivity. The reaction proceeds by a cooperative bimetallic mechanism and is superior to previous methods relying on soft Lewis acid catalysts.2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Product Details of 31938-07-5) 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.Product Details of 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2013,Vogt, Matthias; Nerush, Alexander; Iron, Mark A.; Leitus, Gregory; Diskin-Posner, Yael; Shimon, Linda J. W.; Ben-David, Yehoshoa; Milstein, David published 《Activation of Nitriles by Metal Ligand Cooperation. Reversible Formation of Ketimido- and Enamido-Rhenium PNP Pincer Complexes and Relevance to Catalytic Design》.Journal of the American Chemical Society published the findings.Reference of 2-(3-Bromophenyl)acetonitrile The information in the text is summarized as follows:

The dearomatized complex cis-[Re-(PNPtBu*)-(CO)2] (4) undergoes cooperative activation of CN triple bonds of nitriles via [1,3]-addition Reversible C-C and Re-N bond formation in 4 was investigated in a combined exptl. and computational study. The reversible formation of the ketimido complexes (5-7) was observed When nitriles bearing an alpha methylene group are used, reversible formation of the enamido complexes (8 and 9) takes place. The reversibility of the activation of the nitriles in the resulting ketimido compounds was demonstrated by the displacement of p-CF3-benzonitrile from cis-[Re-(PNPtBu-N=CPhpCF3)-(CO)2] (6) upon addition of an excess of benzonitrile and by the temperature-dependent [1,3]-addition of pivalonitrile to complex 4. The reversible binding of the nitrile in the enamido compound cis-[Re-(PNPtBu-HNC=CHPh)-(CO)2] (9) was demonstrated via the displacement of benzyl cyanide from 9 by CO. Computational studies suggest a stepwise activation of the nitriles by 4, with remarkably low activation barriers, involving precoordination of the nitrile group to the Re-(I) center. The enamido complex 9 reacts via β-carbon methylation to give the primary imino complex cis-[Re-(PNPtBu-HN=CC-(Me)-Ph)-(CO)2]-OTf 11. Upon deprotonation of 11 and subsequent addition of benzyl cyanide, complex 9 is regenerated and the monomethylation product 2-phenylpropanenitrile is released. Complexes 4 and 9 were found to catalyze the Michael addition of benzyl cyanide derivatives to α,β-unsaturated esters and carbonyls. In addition to this study using 2-(3-Bromophenyl)acetonitrile, there are many other studies that have used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Reference of 2-(3-Bromophenyl)acetonitrile) was used in this study.

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.Reference of 2-(3-Bromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2008,Norris, Timothy; Leeman, Kyle published 《Development of a New Variant of the Migita Reaction for Carbon-Sulfur Bond Formation Used in the Manufacture of Tetrahydro-4-[3-[4-(2-methyl-1H-imidazol-1-yl)phenyl]thio]phenyl-2H-pyran-4-carboxamide》.Organic Process Research & Development published the findings.HPLC of Formula: 31938-07-5 The information in the text is summarized as follows:

Palladium-catalyzed carbon-sulfur bond formation using modified Migita reaction conditions was explored and applied to the synthesis of a former antiasthma drug candidate, tetrahydro-4-[3-[4-(2-methyl-1H-imidazol-1-yl)phenyl]thio]phenyl-2H-pyran-4-carboxamide (1). The reaction was developed into a general method for thioaryl halide cross-coupling, and a specific example of its use to synthesize a key intermediate, tetrahydro-4-[3-(4-fluorophenyl)thio]phenyl-2H-pyran-4-carboxamide was demonstrated at large scale to provide phase II clin. supplies of 1. Comparison of the multistep phase I process and the two-step phase II process showed an overall yield advantage over the bond-forming steps from common starting material to active pharmaceutical ingredient API 1 of 40%. The ligand effect in the modified Migita reaction is described in detail. The second step of the scale-up process illustrated formation of carbon-nitrogen bonds without use of palladium catalysis, providing a contrast to the first reaction; both reactions were developed into efficient single-vessel direct isolation processes. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5HPLC of Formula: 31938-07-5)

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2008,Jautze, Sascha; Peters, Rene published 《Enantioselective bimetallic catalysis of Michael additions forming quaternary stereocenters》.Angewandte Chemie, International Edition published the findings.Product Details of 31938-07-5 The information in the text is summarized as follows:

Low catalyst loadings of a planar-chiral ferrocenyl bispalladacycle are sufficient to catalyze the Michael addition of trisubstituted α-cyanoacetates to enones with excellent yields (TONs up to 2450) and high enantioselectivity. The reaction proceeds by a cooperative bimetallic mechanism and is superior to previous methods relying on soft Lewis acid catalysts.2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Product Details of 31938-07-5) 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.Product Details of 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2013,Vogt, Matthias; Nerush, Alexander; Iron, Mark A.; Leitus, Gregory; Diskin-Posner, Yael; Shimon, Linda J. W.; Ben-David, Yehoshoa; Milstein, David published 《Activation of Nitriles by Metal Ligand Cooperation. Reversible Formation of Ketimido- and Enamido-Rhenium PNP Pincer Complexes and Relevance to Catalytic Design》.Journal of the American Chemical Society published the findings.Reference of 2-(3-Bromophenyl)acetonitrile The information in the text is summarized as follows:

The dearomatized complex cis-[Re-(PNPtBu*)-(CO)2] (4) undergoes cooperative activation of CN triple bonds of nitriles via [1,3]-addition Reversible C-C and Re-N bond formation in 4 was investigated in a combined exptl. and computational study. The reversible formation of the ketimido complexes (5-7) was observed When nitriles bearing an alpha methylene group are used, reversible formation of the enamido complexes (8 and 9) takes place. The reversibility of the activation of the nitriles in the resulting ketimido compounds was demonstrated by the displacement of p-CF3-benzonitrile from cis-[Re-(PNPtBu-N=CPhpCF3)-(CO)2] (6) upon addition of an excess of benzonitrile and by the temperature-dependent [1,3]-addition of pivalonitrile to complex 4. The reversible binding of the nitrile in the enamido compound cis-[Re-(PNPtBu-HNC=CHPh)-(CO)2] (9) was demonstrated via the displacement of benzyl cyanide from 9 by CO. Computational studies suggest a stepwise activation of the nitriles by 4, with remarkably low activation barriers, involving precoordination of the nitrile group to the Re-(I) center. The enamido complex 9 reacts via β-carbon methylation to give the primary imino complex cis-[Re-(PNPtBu-HN=CC-(Me)-Ph)-(CO)2]-OTf 11. Upon deprotonation of 11 and subsequent addition of benzyl cyanide, complex 9 is regenerated and the monomethylation product 2-phenylpropanenitrile is released. Complexes 4 and 9 were found to catalyze the Michael addition of benzyl cyanide derivatives to α,β-unsaturated esters and carbonyls. In addition to this study using 2-(3-Bromophenyl)acetonitrile, there are many other studies that have used 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Reference of 2-(3-Bromophenyl)acetonitrile) was used in this study.

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.Reference of 2-(3-Bromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2004,Anders, Joachim T.; Langer, Peter published 《Domino cyclization/electrocyclization/elimination reactions of arylacetonitriles with N,N’-bis(1-naphthyl)oxaldiimidoyl dichlorides: Efficient synthesis of fluorescent 15H-benzo[h]benzo[6,7]indolo[3,2-b]quinolines》.European Journal of Organic Chemistry published the findings.Synthetic Route of C8H6BrN The information in the text is summarized as follows:

15H-Benzo[h]benzo[6,7]indolo[3,2-b]quinolines, e.g., I, were prepared by domino cyclization/electrocyclization/elimination reactions of nitriles with N,N’-bis(1-naphthyl)oxaldiimidoyl dichlorides. The products can be regarded as hexacyclic δ-carbolines and were fluorescent dyes.2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Synthetic Route of 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.Synthetic Route of C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts