Tag: M.W:100-200

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate( cas:51856-79-2 ) is researched.Product Details of 51856-79-2.Reddy, Lekkala Amarnath; Chakraborty, Saurya; Swapna, Rodda; Bhalerao, Dinesh; Malakondaiah, Golla China; Ravikumar, Mylavarapu; Kumar, Abhijeet; Reddy, Gade Srinivas; Naram, Jyothirmayi; Dwivedi, Namrata; Roy, Arnab; Himabindu, Vurimidi; Babu, Bangaru; Bhattacharya, Apurba; Bandichhor, Rakeshwar published the article 《Synthesis and Process Optimization of Amtolmetin: An Antiinflammatory Agent》 about this compound( cas:51856-79-2 ) in Organic Process Research & Development. Keywords: amtolmetin intermediate tolmetin preparation electrophilic substitution reduction optimization. Let’s learn more about this compound (cas:51856-79-2).

Efforts toward the synthesis and process optimization of amtolmetin guacil (1) are described. High-yielding electrophilic substitution followed by Wolff-Kishner reduction are the key features in the synthesis of tolmetin, which is an advanced intermediate of 1.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 20028-53-9, is researched, Molecular C7H6ClNO, about Process Development of CuI/ABNO/NMI-Catalyzed Aerobic Alcohol Oxidation, the main research direction is aerobic alc oxidation copper catalyst batch flow; aldehyde ketone preparation.Product Details of 20028-53-9.

An improved Cu/nitroxyl catalyst system for aerobic alc. oxidation has been developed for the oxidation of functionalized primary and secondary alcs. to aldehydes and ketones, suitable for implementation in batch and flow processes. This catalyst, which has been demonstrated in a >50 g scale batch reaction, addresses a number of process limitations associated with a previously reported (MeObpy)CuI/ABNO/NMI catalyst system (MeObpy = 4,4′-dimethoxy-2,2′-bipyridine, ABNO = 9-azabicyclo[3.3.1]nonane N-oxyl, NMI = N-methylimidazole). Important catalyst modifications include the replacement of [Cu(MeCN)4]OTf with a lower-cost Cu source, CuI, reduction of the ABNO loading to 0.05-0.3 mol%, and use of NMI as the only ligand/additive (i.e., without a need for MeObpy). Use of a high flash point solvent, N-methylpyrrolidone, enables safe operation in batch reactions with air as the oxidant. For continuous-flow applications compatible with elevated gas pressures, better performance is observed with acetonitrile as the solvent.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Safety of 2-Amino-5-chlorobenzaldehyde. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about A facile one-pot synthesis of 2-substituted-3-aminoquinolines: preparation of benzo[b]naphthyridine-3-carbonitriles. Author is Wang, Yanong D.; Boschelli, Diane H.; Johnson, Steven; Honores, Erick.

A facile one-pot synthesis of 3-aminoquinolines from ortho-aminobenzaldehydes was developed. Et 6,7-dimethoxy-3-aminoquinoline-2-carboxylate, a key intermediate for the preparation of a 4-anilino-benzo[b][1,5]-naphthyridine-3-carbonitrile, was efficiently prepared by this method. Synthetic routes to 4-anilino-benzo[b][1,5]-naphthyridine-3-carbonitrile and 4-anilino-benzo[b][1,8]-naphthyridine-3-carbonitrile are described.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Synlett called Easy Access to Quinolin-2(1H)-ones via a One-Pot Tandem Oxa-Michael-Aldol Sequence, Author is Jarrige, Lucie; Zaied, Siwar; Merad, Jeremy; Blanchard, Florent; Masson, Geraldine, which mentions a compound: 20028-53-9, SMILESS is NC1=CC=C(Cl)C=C1C=O, Molecular C7H6ClNO, Reference of 2-Amino-5-chlorobenzaldehyde.

An efficient strategy for the synthesis of a variety of quinolin-2(1H)-one derivatives was developed. The reaction proceeded from cinnamide derivatives via a tandem reaction in the presence of NaOH to afford the corresponding 2-quinolin-2(1H)-one derivatives in good to excellent yields.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Computed Properties of C8H11NO2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Tricyclic pyridones as functionally selective human GABAAα2/3 receptor-ion channel ligands. Author is Crawforth, James; Atack, John R.; Cook, Susan M.; Gibson, Karl R.; Nadin, Alan; Owens, Andrew P.; Pike, Andrew; Rowley, Michael; Smith, Alison J.; Sohal, Bindi; Sternfeld, Francine; Wafford, Keith; Street, Leslie J..

A series of tricyclic pyridones has been evaluated as benzodiazepine site ligands with functional selectivity for the α3 over the α1 containing subtype of the human GABAA receptor ion channel. This investigation led to the identification of a high affinity, functionally selective, orally bioavailable benzodiazepine site ligand that demonstrated activity in rodent anxiolysis models and reduced sedation relative to diazepam.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Synthetic Route of C7H6ClNO. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Discovery and Optimization of Quinolinone Derivatives as Potent, Selective, and Orally Bioavailable Mutant Isocitrate Dehydrogenase 1 (mIDH1) Inhibitors. Author is Lin, Jian; Lu, Wei; Caravella, Justin A.; Campbell, Ann Marie; Diebold, R. Bruce; Ericsson, Anna; Fritzen, Edward; Gustafson, Gary R.; Lancia, David R.; Shelekhin, Tatiana; Wang, Zhongguo; Castro, Jennifer; Clarke, Andrea; Gotur, Deepali; Josephine, Helen R.; Katz, Marie; Diep, Hien; Kershaw, Mark; Yao, Lili; Kauffman, Goss; Hubbs, Stephen E.; Luke, George P.; Toms, Angela V.; Wang, Liann; Bair, Kenneth W.; Barr, Kenneth J.; Dinsmore, Christopher; Walker, Duncan; Ashwell, Susan.

Mutations at the arginine residue (R132) in isocitrate dehydrogenase 1 (IDH1) are frequently identified in various human cancers. Inhibition of mutant IDH1 (mIDH1) with small mols. has been clin. validated as a promising therapeutic treatment for acute myeloid leukemia and multiple solid tumors. Herein, we report the discovery and optimization of a series of quinolinones to provide potent and orally bioavailable mIDH1 inhibitors with selectivity over wild-type IDH1. The X-ray structure of an early lead 24 in complex with mIDH1-R132H shows that the inhibitor unexpectedly binds to an allosteric site. Efforts to improve the in vitro and in vivo absorption, distribution, metabolism, and excretion (ADME) properties of 24 yielded a preclin. candidate 63. The detailed preclin. ADME and pharmacol. studies of 63 support further development of quinolinone-based mIDH1 inhibitors as therapeutic agents in human trials.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Xiong, Zhiling; Zhang, Xinhang; Li, Yangming; Peng, Xiaoshi; Fu, Jiayue; Guo, Jiajia; Xie, Fukai; Jiang, Chongguo; Lin, Bin; Liu, Yongxiang; Cheng, Maosheng published the article 《Syntheses of 12H-benzo[a]xanthen-12-ones and benzo[a]acridin-12(7H)-ones through Au(I)-catalyzed Michael addition/6-endo-trig cyclization/aromatization cascade annulation》. Keywords: benzoxanthenone preparation benzoacridinone; diphenylpropynone preparation Michael endo trig cyclization aromatization gold catalyst; ethynyl methoxyvinyl benzene diastereoselective preparation benzaldehyde nucleophilic addition oxidation; trimethylsilyl ethynyl benzaldehyde preparation Wittig desilylation; benzaldehyde ethynyl trimethylsilane Sonogashira coupling palladium catalyst.They researched the compound: 2-Amino-5-chlorobenzaldehyde( cas:20028-53-9 ).Reference of 2-Amino-5-chlorobenzaldehyde. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:20028-53-9) here.

A multifaceted gold(I)-catalyzed Michael addition/6-endo-trig cyclization/aromatization cascade annulation strategy to synthesize both 12H-benzo[a]xanthen-12-ones I [R1 = H, 9-Me, 10-MeO, etc.; R2 = H, 3-F, 3-Cl, 3-MeO] and benzo[a]acridin-12(7H)-ones II, as important scaffolds in an immense number of bioactive compounds, was developed. The scopes of this strategy were examined by employment of a batch of synthetic 1,3-diphenylprop-2-yn-1-one substrates. To probe the mechanism of this cyclization a control experiment for intermediates synthesis was performed. Thus, a putative mechanism was determined according to this experiment and previous studies.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Electric Literature of C8H11NO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about A practical method for the synthesis of indolylaryl- and bisindolylmaleimides. Author is Roy, Sudipta; Roy, Sujata; Gribble, Gordon W..

Indolyl(aryl)- and indolyl(heteroaryl)maleimides, including bisindolylmaleimides, were prepared via the reaction of N-methylindole-3-glyoxylamide with Me arylacetates in the presence of potassium tert-butoxide. The desired products were isolated after recrystallization in good yields.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Synthetic Route of C8H11NO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Hydrogenation of pyrrole derivatives. Part VI. An exception: catalytically unhydrogenatable pyrroles. Author is Hegedus, Laszlo; Mathe, Tibor; Keglevich, Gyorgy.

Pyrrole derivatives I (R = Me, H) and II were found to be catalytically unhydrogenatable during the systematic investigation of heterogeneous catalytic hydrogenation of several pyrroles. These compounds cannot be hydrogenated over precious metal (Pd, Ru, Rh) or Raney nickel catalysts, even under extreme reaction conditions (130°, 100 bar), in the liquid phase.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Metal-free synthesis of quinolines catalyzed by carbon aerogels: Influence of the porous texture and surface chemistry, the main research direction is synthesis quinoline carbon aerogel catalyst porous texture surface chem; Friedlander reaction catalyst aminochlorobenzaldehyde Et acetoacetate.Electric Literature of C7H6ClNO.

We report herein an exptl. and theor. study of the Friedlander reaction, from 2-amino-5-chlorobenzaldehyde and Et acetoacetate, catalyzed by free-metal nanocatalysts based on carbon aerogels, to afford quinoline 3a. The developed methodol. implies the combined use of carbon aerogels with solvent-free technologies under MW irradiation yielding the corresponding quinoline with moderated yield (66%) in only 5 min of reaction time. Our results demonstrated that the reactivity of the samples upon MW irradiation is strongly dependent on the porosity and surface chem. of the carbon aerogels, the most active catalytic species being the most acidic oxygenated functional groups, -CO2H groups originated by oxidant treatment, or even in situ by hydrolysis of -CO-O-CO-, over the carbon surface. The theor. investigation of the reaction mechanism, by using computational methods, demonstrated that the synthesis of quinoline 3a in the absence or in the presence of carbon aerogels takes place by aldolization, subsequent heterocyclization and finally double dehydration. Relatively strong π-π stacking interactions between carbon support and reagents could be behind of the observed catalytic performance also extended for the oxygenated models. Furthermore, the concentration of -CO2H groups over the carbon surface is a key factor favoring each step of the reaction but acting as individual catalytic sites.

Although many compounds look similar to this compound(20028-53-9)Electric Literature of C7H6ClNO, numerous studies have shown that this compound(SMILES:NC1=CC=C(Cl)C=C1C=O), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem