Tag: M.W=200-250

Reilly, Sean W. published the artcileLate-Stage Carbon Isotope Exchange of Aryl Nitriles through Ni-Catalyzed C-CN Bond Activation, Related Products of nitriles-buliding-blocks, the publication is Journal of the American Chemical Society (2021), 143(12), 4817-4823, database is CAplus and MEDLINE.

A facile one-pot strategy for ¹³CN and ¹⁴CN exchange with aryl, heteroaryl, and alkenyl nitriles using a Ni phosphine catalyst and BPh₃ is described. This late-stage carbon isotope exchange (CIE) strategy employs labeled Zn(CN)₂ to facilitate enrichment using the nonlabeled parent compound as the starting material, eliminating de novo synthesis for precursor development. A broad substrate scope encompassing multiple pharmaceuticals is disclosed, including the preparation of [¹⁴C] belzutifan to illustrate the exceptional functional group tolerance and utility of this labeling approach. Preliminary exptl. and computational studies suggest the Lewis acid BPh₃ is not critical for the oxidative addition step and instead plays a role in facilitating CN exchange on Ni. This CIE method dramatically reduces the synthetic steps and radioactive waste involved in preparation of ¹⁴C labeled tracers for clin. development.

Journal of the American Chemical Society published new progress about 261951-87-5. 261951-87-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Benzene,Ether, name is 4-Methoxy-3-(trifluoromethyl)benzonitrile, and the molecular formula is C9H6F3NO, Related Products of nitriles-buliding-blocks.

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

Wang, Xueqiang published the artcileMetal-Free Etherification of Aryl Methyl Ether Derivatives by C-OMe Bond Cleavage, HPLC of Formula: 261951-87-5, the publication is Organic Letters (2018), 20(14), 4267-4272, database is CAplus and MEDLINE.

Alkoxyaryl (particularly methoxyaryl) nitriles such as 2-methoxybenzonitrile underwent chemoselective etherification (nucleophilic aromatic substitution) reactions with alcs. mediated by KOt-Bu or KHMDS in 1,4-dioxane to yield different alkoxyaryl nitriles. Primary, secondary, and tertiary alcs. were effective, and natural product or pharmaceutical-derived alcs. were used; the method was used to prepare butoxycaine in three steps from 4-methoxybenzonitrile. 4-Cyanophenyl (+)-menthyl ether was converted to a variety of derivatives by nitrile functionalization reactions. DFT calculations and exptl. results are consistent with potassium ion-mediated activation of the methoxy group through binding to the nitrile and support an S_NAr mechanism for the etherification reaction.

Organic Letters published new progress about 261951-87-5. 261951-87-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Benzene,Ether, name is 4-Methoxy-3-(trifluoromethyl)benzonitrile, and the molecular formula is C18H12ClNO, HPLC of Formula: 261951-87-5.

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

Liu, Qiang published the artcilePalladium-Catalyzed Aerobic Oxidative Carbonylation of Arylboronate Esters under Mild Conditions, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Angewandte Chemie, International Edition (2010), 49(19), 3371-3374, S3371/1-S3371/38, database is CAplus and MEDLINE.

Oxidative carbonylation of arylboronic acid derivatives under balloon pressure of CO with air as the oxidant at 40-50 °C was used to prepare carboxylate esters. The optimized conditions for the oxidative carbonylation were 5 mol% of [PdCl₂(PPh₃)₂] as the catalyst, triethylamine as the base, and a ratio of air/CO 3:1 at 40 °C. E.g., reaction of 5,5-dimethyl-2-o-tolyl-1,3,2-dioxaborinane and BuOH under the optimized conditions gave 81% Bu 2-methylbenzoate.

Angewandte Chemie, International Edition 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, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Skwierawska, Anna published the artcileRemoval of nonsteroidal anti-inflammatory drugs and analgesics from wastewater by adsorption on crosslinked β-cyclodextrin, Computed Properties of 42872-30-0, the main research area is nonsteroidal antiinflammatory drug analgesics removal adsorption wastewater crosslinked cyclodextrin.

We present a method using the material in the form of crosslinked β-cyclodextrin (CD) showing high efficiency in the simultaneous removal of hazardous pollutants from sewage, such as diclofenac (DIC), ibuprofen (IBU), ketoprofen (KETO), naproxen (NAPR), salicylic acid (SALI) and tramadol (TRAM). The material is stable and particularly easy to regenerate. The sorbent probably remembers the shape of the contaminants, which increases its sorption capacity after the second use. The kinetics of the KETO adsorption process from one-, two- and three-component solutions are well described by the pseudo-second-order model. The maximum polymer capacity was 162.60 mg g-1. The interactions of KETO with CD were investigated, indicating that the main sorption mechanism is based on supramol. interaction and uptake by a polymer network. The material is not sensitive to low pH and high salinity, so it can be used for the treatment of DIC, IBU, and KETO post-production wastewaters.

Water Resources and Industry published new progress about Adsorption. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Computed Properties of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Stefancich, Giorgio published the artcileResearch on nitrogen heterocyclic compounds. XII. Synthesis of 5H-pyrrolo[1,2-b][2]benzazepine derivatives, Application of 2-(2-(Bromomethyl)phenyl)acetonitrile, the main research area is pyrrolobenzazepine; carboxymethylbenzylpyrrole preparation cyclization; chloromethylbenzylpyrrolecarboxaldehyde cyclization.

Several routes to the unknown 5H-pyrrolo[1,2-b][2]benzazepine ring system have been explored. 1-(2-Cyanobenzyl)pyrrole was useful as starting material for 1-(2-carboxymethylbenzyl)pyrrole and 1-(2-chloromethylbenzyl)-2-pyrrolecarboxaldehyde. Polyphosphoric acid-catalyzed intramol. cyclization of the former substance and treatment of the latter compound with KCN led to 11-oxo-10,11-dihydo-5H-pyrrolo[1,2-b][2]benzazepine and to 10-cyano-5H-pyrrolo[1,2-b][2]benzazepine, resp., which were converted to the parent nucleus 5H-pyrrolo[1,2-b][2]benzazepine and its 10,11-dihydro- and 1,2,3,10,11,11a-hexahydro derivatives

Journal of Heterocyclic Chemistry published new progress about Cyclization. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Application of 2-(2-(Bromomethyl)phenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Layh, Norman published the artcileEnantioselective hydrolysis of ketoprofen amide by Rhodococcus sp. C3II and Rhodococcus erythropolis MP 50, Application of 2-(3-Benzoylphenyl)propanenitrile, the main research area is enantioselective hydrolysis ketoprofen amide Rhodococcus.

The resolution of racemic ketoprofen amide by whole cells of Rhodococcus erythropolis MP 50 and Rhodococcus sp. C3II was studied. With both strains, racemic ketoprofen amide was converted to S-ketoprofen with an enantiomeric excess >97% at a conversion rate up to 40% of the theor. value. The sp. activity of strain MP 50 for ketoprofen amide was ∼0.12 μmol/min-mg dry weight and the substrate was converted for several hours at a constant rate.

Biotechnology Letters published new progress about Fermentation. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Application of 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Rooney, C. S. published the artcileInhibitors of glycolic acid oxidase. 4-Substituted 3-hydroxy-1H-pyrrole-2,5-dione derivatives, Quality Control of 30482-87-2, the main research area is hydroxypyrroledione preparation glycolate oxidase inhibition; urinary oxalate calculi hydroxypyrroledione; QSAR hydroxypyrroledione glycolate oxidase inhibition.

The title compounds I (R = aryl, aryloxy, heterocycle, etc.; R1 = H, Me, or Ph) and related ones were prepared and evaluated as orally absorbable inhibitors of glycolic acid oxidase (GAO) [9028-71-1] and to examine their effect on oxalate production in animals. Inhibitors of GAO are of interest as potentially useful drugs for treatment of Ca oxalate renal lithiasis and the primary hyperoxalurias. Rat liver perfusion with 3 of the most potent I have shown effective inhibition of the conversion of glycolate to oxalate in this organ. 4-(4′-Bromo[1,1′-biphenyl]-4-yl)-3-hydroxy-1H-pyrrole-2,5-dione (I; R = C6H4-4-(4-BrC6H4); R1 = H) [77529-42-1] administered orally to ethylene glycol treated rats showed reduction in oxalate excretion in urine. QSAR are discussed.

Journal of Medicinal Chemistry published new progress about Enzyme kinetics. 30482-87-2 belongs to class nitriles-buliding-blocks, name is 2,6-Dichloro-4-methoxybenzonitrile, and the molecular formula is C8H5Cl2NO, Quality Control of 30482-87-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bauer, R. published the artcileEnantioselective hydration of 2-arylpropionitriles by a nitrile hydratase from Agrobacterium tumefaciens strain d3, Computed Properties of 42872-30-0, the main research area is enantioselective hydration arylpropionitrile nitrile hydratase Agrobacterium.

The enantioselective nitrile hydratase from the bacterium Agrobacterium tumefaciens d3 was purified and completely separated from the amidase activity that is also present in cell extracts prepared from this strain. The nitrile hydratase had an activity optimum at pH 7.0 and a temperature optimum of 40 °C. The holoenzyme had a mol. mass of 69 kDa, the subunits a mol. mass of 27 kDa. The enzyme hydrated various 2-arylpropionitriles and other aromatic and heterocyclic nitriles. With racemic 2-phenylpropionitrile, 2-phenylbutyronitrile, 2-(4-chlorophenyl)propionitrile, 2-(4-methoxy)propionitrile or ketoprofen nitrile the corresponding (S)-amides were formed enantioselectively. The highest enantiomeric excesses (ee > 90% until about 30% of the resp. substrates were converted) were found for the amides formed from 2-phenylpropionitrile, 2-phenylbutyronitrile and ketoprofen nitrile. For the reaction of the purified nitrile hydratase, higher ee values were found than when whole cells were used in the presence of an inhibitor of the amidase activity. The enantioselectivity of the whole-cell reaction was enhanced by increasing the reaction temperature

Applied Microbiology and Biotechnology published new progress about Enzyme kinetics. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Computed Properties of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Komeyama, Kimihiro published the artcileThe drastic effect of cobalt and chromium catalysts in the borylation of arylzinc reagents, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(43), 7009-7012, database is CAplus and MEDLINE.

A new synthetic approach to arylboronic esters from arylzinc reagents with boryl electrophiles MeOB(OR)₂ was developed. Also, this protocol could be applied to the cyclization/borylation of alkynylaryl iodides to afford cyclized vinylboronic esters.

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, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Kang, Taeho published the artcileNickel-Catalyzed 1,2-Carboamination of Alkenyl Alcohols, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Journal of the American Chemical Society (2021), 143(34), 13962-13970, database is CAplus and MEDLINE.

An alc.-directed, nickel-catalyzed three-component umpolung carboamination of unactivated alkenes with aryl/alkenylboronic esters and electrophilic aminating reagents was reported. This transformation was enabled by specifically tailored O-(2,6-dimethoxybenzoyl)hydroxylamine electrophiles that suppressed competitive processes, including undesired β-hydride elimination and transesterification between the alc. substrate and electrophile. The reaction delivered the desired 1,2-carboaminated products with generally high regio- and syn-diastereoselectivity and exhibited a broad scope of coupling partners and alkenes, including complex natural products. Various mechanistic experiments and anal. of the stereochem. outcome with a cyclic alkene substrate, as confirmed by X-ray crystallog. anal., support alc.-directed syn-insertion of an organonickel(I) species.

Journal of the American Chemical Society 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, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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