Month: December 2022

Smyth, Lynette A. published the artcileSynthesis and reactivity of 3-amino-1H-pyrazolo[4,3-c]pyridin-4(5H)-ones: development of a novel kinase-focussed library, HPLC of Formula: 57663-05-5, the publication is Tetrahedron (2010), 66(15), 2843-2854, database is CAplus.

3-Amino-1H-pyrazolo[4,3-c]pyridin-4(5H)-ones represent a potentially attractive heteroaromatic scaffold for drug-discovery chem. In particular, the arrangement of hydrogen bond donor and acceptor groups in the bicyclic core can fulfil the requirements for ATP competitive binding to kinase enzymes. Efficient and regioselective routes from simple starting materials to novel functionalized 3-amino-1H-pyrazolo[4,3-c]pyridin-4(5H)-ones and related 3-amino-2H-pyrazolo[4,3-c]pyridines were explored and adapted for parallel synthesis, resulting in a library of compounds suitable for screening against kinases and other cancer drug targets. Methods for substituent variation at five distinct positions around the bicyclic core were devised to generate sets of compounds containing two- or three-point diversity.

Tetrahedron published new progress about 57663-05-5. 57663-05-5 belongs to nitriles-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Tetrahydropyrimidins, name is 6-Methyl-4-(methylthio)-2-oxo-1,2-dihydropyridine-3-carbonitrile, and the molecular formula is C14H31NO2, HPLC of Formula: 57663-05-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Frias, Maria published the artcileAsymmetric Synthesis of Rauhut-Currier type Products by a Regioselective Mukaiyama Reaction under Bifunctional Catalysis, Safety of (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Journal of the American Chemical Society (2017), 139(2), 672-679, database is CAplus and MEDLINE.

The reactivity and the regioselective functionalization of silyl-diene enol ethers under a bifunctional organocatalyst provokes a dramatic change in the regioselectivity, from the 1,5- to the 1,3-functionalization. This variation makes possible the 1,3-addition of silyl-dienol ethers to nitroalkenes, giving access to the synthesis of tri- and tetrasubstituted double bonds in Rauhut-Currier type products. The process takes place under smooth conditions, nonanionic conditions, and with a high enantiomeric excess. A rational mechanistic pathway is presented based on DFT and mechanistic experiments

Journal of the American Chemical Society published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Safety of (E)-4-(2-Nitrovinyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Kai, Shumpei published the artcileQuantitative Analysis of Self-Assembly Process of a Pd₂L₄ Cage Consisting of Rigid Ditopic Ligands, Product Details of C10H12F6N4O6PdS2, the publication is Chemistry – A European Journal (2018), 24(3), 663-671, database is CAplus and MEDLINE.

The self-assembly process of a Pd₂L₄ cage complex consisting of rigid ditopic ligands, in which two 3-pyridyl groups are connected to a benzene ring through acetylene bonds and Pd^II ions was revealed by a recently developed quant. anal. of self-assembly process (QASAP), with which the self-assembly process of coordination assemblies can be investigated by monitoring the evolution with time of the average composition of all the intermediates. QASAP revealed that the rate-determining steps of the cage formation are the intramol. ligand exchanges in the final stage of the self-assembly: [Pd₂L₄Py*₂]⁴⁺→[Pd₂L₄Py*₁]⁴⁺+Py* and [Pd₂L₄Py*₁]⁴⁺→[Pd₂L₄]⁴⁺+Py* (Py*: 3-chloropyridine, which was used as a leaving ligand on the metal source). The energy barriers for the two reactions were determined to be 22.3 and 21.9 kcal mol^-1, resp. DFT calculations of the transition-state (TS) structures for the two steps indicated that the distortion of the trigonal-bipyramidal Pd^II center at the TS geometries increases the activation free energy of the two steps.

Chemistry – A European Journal published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Product Details of C10H12F6N4O6PdS2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Motiyenko, Roman A. published the artcileHigh-Resolution Millimeter Wave Spectroscopy and Ab Initio Calculations of Aminomalononitrile, Application In Synthesis of 5098-14-6, the publication is Journal of Physical Chemistry A (2015), 119(6), 1048-1054, database is CAplus and MEDLINE.

The HCN trimer aminomalononitrile (H₂NCH(CN)₂, AMN) is considered as a key compound in prebiotic chem. and a potential candidate for detection in the interstellar medium. In this view, we studied the rotational spectrum of AMN in the 120-245 GHz frequency range. The spectroscopic work was augmented by high-level ab initio calculations The calculations showed that between two existing rotamers, sym. and asym., the most stable is the asym. conformation, and it is the only conformation observed in the recorded spectra. The sym. conformation is 6.7 kJ/mol higher in energy and thus has a very low Boltzmann factor. The anal. of the rotational spectra of the A conformation has shown that the observed lines exhibit a doublet or quartet structure owing to two large-amplitude motions, C-N torsion and amino group inversion. To study the large-amplitude motions in detail, we calculated a two-dimensional potential energy surface and determined the barrier heights for the torsion and inversion, V_t = 12.5 kJ/mol and V_i = 19.1 kJ/mol. About 2500 assigned rotational transitions in the ground vibrational state were fitted within exptl. accuracy using the reduced axes system Hamiltonian. The set of obtained spectroscopic parameters allows accurate calculation of transition frequencies and intensities for an astrophys. search of AMN.

Journal of Physical Chemistry A published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Application In Synthesis of 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Makida, Yusuke published the artcileNickel-catalysed carboxylation of organoboronates, Related Products of nitriles-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(59), 8010-8013, database is CAplus and MEDLINE.

A nickel/N-heterocyclic carbene (NHC) catalyzed carboxylation of aryl-, heteroaryl- and alkenylboronates, affording the corresponding carboxylic acids, has been developed. This transformation proceeds under one atm. of CO₂ with a broad range of substrates and exhibits good functional group compatibility.

Chemical Communications (Cambridge, United Kingdom) published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Wu, Ao-rong published the artcileSynthesis of aromatic acyl cyanides catalyzed by Sm(OTf)₃, COA of Formula: C8H6ClN, the publication is Nongyao (2013), 52(4), 241-243, 246, database is CAplus.

The paper aimed to study a new synthetic method of aromatic acyl cyanides. Catalyzed by samarium triflate [Sm(OTf)₃] aromatic acyl chlorides was reacted with sodium cyanide to give aromatic acyl cyanides. Under the optimal reaction conditions, the yields and purities of aromatic acyl products reached about 90% and above 98% resp. It was a novel practical method to prepare aromatic acyl cyanides, with mild reaction conditions and high selectivity, and without the use of phase transfer catalyst.

Nongyao published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C23H23ClN2O4, COA of Formula: C8H6ClN.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Maity, Soham published the artcileEfficient and Stereoselective Nitration of Mono- and Disubstituted Olefins with AgNO₂ and TEMPO, Quality Control of 5153-73-1, the publication is Journal of the American Chemical Society (2013), 135(9), 3355-3358, database is CAplus and MEDLINE.

Nitroolefins are common and versatile reagents. Their synthesis from olefins is generally limited by the formation of mixtures of cis and trans compounds Here the authors report that silver nitrite (AgNO₂) along with TEMPO can promote the regio- and stereoselective nitration of a broad range of olefins. This work discloses a new and efficient approach wherein, starting from olefin, nitroalkane radical formation and subsequent transformations lead to the desired nitroolefin in a stereoselective manner.

Journal of the American Chemical Society published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Quality Control of 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Sharma, Pragati R. published the artcileExperimental and computational studies on the Cinchona anchored calixarene catalysed asymmetric Michael addition reaction, HPLC of Formula: 5153-73-1, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(52), 7249-7252, database is CAplus and MEDLINE.

Lower-rim Cinchona anchored calix[4]arene cationic catalysts were developed for asym. Michael addition of acetylacetone to β-nitrostyrenes. The desired Michael adducts were formed with high yields and enantioselectivities. D. functional theory investigations throw light on the catalyst-substrate interaction and the reaction mechanism.

Chemical Communications (Cambridge, United Kingdom) published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C19H14Cl2, HPLC of Formula: 5153-73-1.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Naveen, Togati published the artcileA Predictably Selective Nitration of Olefin with Fe(NO₃)₃ and TEMPO, Category: nitriles-buliding-blocks, the publication is Journal of Organic Chemistry (2013), 78(12), 5949-5954, database is CAplus and MEDLINE.

Ferric nitrate with catalytic TEMPO has been identified as a useful reagent for regio- and stereoselective nitration of a wide variety of aromatic, aliphatic, and heteroaromatic olefins. This reaction provided nitroolefins in preparatively useful yields with excellent E-selectivity. Due to its mild nature and operational simplicity, the present protocol is expected to find application in synthetic setup.

Journal of Organic Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Speckmeier, Elisabeth published the artcileART – An Amino Radical Transfer Strategy for C(sp²)-C(sp³) Coupling Reactions, Enabled by Dual Photo/Nickel Catalysis, COA of Formula: C10H18BNO2, the publication is Journal of the American Chemical Society (2022), 144(22), 9997-10005, database is CAplus and MEDLINE.

Introducing the novel concept of amino radical transfer (ART) enabled the use of easily accessible and com. available alkyl boronic esters as cross coupling partners for aryl halides in dual photoredox/nickel catalysis mediated by visible light. Activation of otherwise photochem. innocent boronic esters by radicals generated from primary or secondary alkylamines gaves rise to an outstanding functional group tolerance in a mild, fast and air stable reaction. As shown in more than 50 examples including unprotected alcs., amines and carboxylic acids, ArR [Ar = 4-MeOC₆H₄, 4-MeC(O)HNC₆H₄, 3-pyridyl, etc.; R = cyclohexyl, 1-tert-butoxycarbonyl-4-piperidyl, Bn, etc.] this reaction allowed to quickly build up relevant scaffolds for organic synthesis and medicinal chem. In comparison with existing methods for C(sp²)-C(sp³) couplings an extraordinary generality could be realized via the ART concept, employing a single set of optimized reaction conditions. Due to its selectivity, the transformation could also be used for late-stage functionalization, as demonstrated with three exemplary syntheses of drug mols. Furthermore, the successful one-to-one scalability of this reaction up to gram scale without the necessity of any further precautions or flow systems was demonstrated.

Journal of the American Chemical Society published new progress about 238088-16-9. 238088-16-9 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Aliphatic cyclic hydrocarbon,Boronic Acids,Boronate Esters, name is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)butanenitrile, and the molecular formula is C12H16O3, COA of Formula: C10H18BNO2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts