Tag: M.W=200-250

Malapit, Christian A. published the artcileMechanism and Scope of Nickel-Catalyzed Decarbonylative Borylation of Carboxylic Acid Fluorides, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Journal of the American Chemical Society (2019), 141(43), 17322-17330, database is CAplus and MEDLINE.

This Article describes the development of a base-free, Ni-catalyzed decarbonylative coupling of carboxylic acid fluorides with diboron reagents to selectively afford aryl boronate ester products. Detailed studies were conducted to assess the relative rates of direct transmetalation between aryl boronate esters and diboron reagents and a bisphosphine Ni(aryl)(fluoride) intermediate. These studies revealed that diboron reagents undergo transmetalation with this Ni(aryl)(fluoride) intermediate at rates significantly faster than their aryl boronate ester congeners. Also, the reactivity of both B reagents toward transmetalation is enhanced with increasing electrophilicity of the B center. These mechanistic insights were leveraged to develop a catalytic decarbonylative borylation of acid fluorides that proved applicable to a variety of (hetero)aryl carboxylic acid fluorides as well as diverse diboron reagents. The acid fluorides can be generated in situ directly from carboxylic acids. Also, the mechanistic studies directed the identification of various air-stable Ni pre-catalysts for this transformation.

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, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Nazari, S. Hadi published the artcileNickel-Catalyzed Suzuki Cross Couplings with Unprotected Allylic Alcohols Enabled by Bidentate N-Heterocyclic Carbene (NHC)/Phosphine Ligands, HPLC of Formula: 214360-44-8, the publication is ACS Catalysis (2018), 8(1), 86-89, database is CAplus.

Cross couplings between simple allylic alcs. and aryl and vinyl boronic acids are efficiently catalyzed by nickel(0) catalysts and bidentate N-heterocyclic carbene/phosphine ligands. The bidentate nature of the ligand is shown to extend catalyst lifetime and enable high yields of the corresponding cross-coupling products. X-ray crystallog. confirms the bidentate nature of the ligand scaffold. Multistep cross coupling-alkene/alkyne insertions reactions are also conducted and the bidentate nature of the substrate makes the pendant phosphine of the ligand unnecessary.

ACS Catalysis 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, HPLC of Formula: 214360-44-8.

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

Beaulieu, Normand published the artcileLiquid chromatographic determination of ketoprofen and its related compounds in raw materials, capsules, and enteric coated tablets, Formula: C16H13NO, the main research area is ketoprofen impurity determination liquid chromatog.

A liquid chromatog. method for the determination of ketoprofen and 6 known related compounds was developed. The lower limit of quantitation of the related compounds in the drug is 0.05% or less for all compounds, and the precision of the drug assay method is �.5%. The highest levels of impurities found in 3 drug raw material samples and 4 solid oral dosage formulations were 1.37 and 0.43%, resp.

Journal – Association of Official Analytical Chemists published new progress about ketoprofen impurity determination liquid chromatog. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mannucci, C. published the artcileHigh-performance liquid chromatography simultaneous quantitation of ketoprofen and parabens in a commercial gel formulation, Application of 2-(3-Benzoylphenyl)propanenitrile, the main research area is ketoprofen paraben determination gel HPLC; chromatog liquid ketoprofen paraben gel.

A simple and rapid procedure for quantitation of ketoprofen and parabens simultaneously in a com. gel formulation by reversed-phase HPLC was developed. The chromatog. anal. was undertaken on a Hypersil ODS column by using a solvent mixture composed of MeCN-KH2PO4 isocratically with a UV detection at 254 nm. Ketoprofen related impurities and hydrolysis product of parabens are well resolved in these conditions and the method can be applied to quality control anal. of ketoprofen and parabens in gel formulation.

Journal of Liquid Chromatography published new progress about ketoprofen paraben determination gel HPLC; chromatog liquid ketoprofen paraben gel. 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

Pietta, Piergiorgio published the artcilePurity assay of ketoprofen by high-performance liquid chromatography, Synthetic Route of 42872-30-0, the main research area is ketoprofen purity HPLC; liquid chromatog ketoprofen.

A HPLC method is suitable for purity assay of ketoprofen (I) [22071-15-4]. A Hibar LiChrocart RP C18 column with pH 2.7 MeCO-H2O (37:63) with 50% H3PO4 as eluent and detection at 254 nm are used. Et 4-hydroxybenzoate was chosen as internal standard Linearity was established by chromatographing standard solutions over the range 10-200 ng. The main impurity was 2-[3-(4-methylbenzoyl)phenyl]propionic acid (II) [107257-20-5] (�.4%), while the content of 3-benzoylphenylacetic acid (III) [22071-22-3] was about 0.05%. 2-(3-Benzoylphenyl)propionitrile  [42872-30-0] was almost absent. The method is specific and reproducible.

Journal of Chromatography published new progress about ketoprofen purity HPLC; liquid chromatog ketoprofen. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Synthetic Route of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Koppala, Srinivasarao published the artcileDevelopment and validation of a novel stability-indicating RP-HPLC method for the simultaneous determination of related substances of ketoprofen and omeprazole in combined capsule dosage form, Name: 2-(3-Benzoylphenyl)propanenitrile, the main research area is ketoprofen omeprazole capsule RP HPLC.

A novel, simple, sensitive, selective and reproducible stability-indicating high performance liquid chromatog. method was developed for the quant. determination of degradation products and process-related impurities of ketoprofen (KET) and omeprazole (OMZ) in combined oral solid dosage form. Chromatog. separation was achieved on a Phenomenex Luna C18 (2) column (150 × 4.6 mm, 5 μm) under gradient elution by using a binary mixture of potassium dihydrogen phosphate buffer and acetonitrile at a flow rate of 0.8 mL/min. Chromatogram was monitored at 233 nm for KET impurities and at 305 nm for OMZ impurities using a dual wavelength UV detector. Resolution for KET and OMZ and 14 impurities was found to be >1.5 for any pair of components. Typical retention behaviors of impurities at various pH values were depicted graphically. To prove the stability-indicating power of the method, the drug product was subjected to hydrolytic, oxidative, photolytic, humidity and thermal stress conditions as per ICH. The developed method was validated according to the current ICH guidelines for specificity, limit of detection, limit of quantification, linearity, accuracy, precision, ruggedness and robustness.

Journal of Chromatographic Science published new progress about Acid hydrolysis. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Name: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potikha, L. M. published the artcileCondensed isoquinolines. 22. Synthesis and properties of 6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, Quality Control of 73217-11-5, the main research area is haloanthranilic acid heterocyclization bromomethylphenylacetonitrile; isoquinolinium bromide halophenyl preparation heterocyclization; isoquinoquinazolinone derivative preparation rearrangement.

The reaction of 3-haloanthranilic acids with [o-(bromomethyl)phenyl]acetonitrile gave 2-(2-carboxy-6-halophenyl)-1,4-dihydro-3(2H)-isoquinolinium bromides. (2-Chlorophenyl)isoquinolinium bromides are readily converted to 4-R-6,11-dihydro-13H-isoquino[3,2-b]quinazolin-13-ones, e.g., I, by heating >145°, but (2,4-dibromophenyl)isoquinolinium bromide only on fusing with anthranilic acid. The effect of the nature and position of substituents in the quinazoline fragment of 7,12-dihydro-5H-isoquino[2,3-a]quinazolin-5-ones, e.g., II, on the rate of rearrangement to 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied. The oxidation and borohydride reduction of 6,11-dihydro-13H-isoquino[3,2-b]quinazol-13-ones has been studied.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about Heterocyclization. 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, Quality Control of 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fukushima, Naoki published the artcileSynthesis of a photocontrollable hydrogen sulfide donor using ketoprofenate photocages, Formula: C16H13NO, the main research area is photocontrollable hydrogen sulfide donor ketoprofenate photocage.

We report the design, synthesis and application of a directly photocontrollable hydrogen sulfide (H2S) donor, which releases H2S proportionally to the intensity and duration of photoirradiation Photocontrolled H2S release from this donor was also demonstrated in bovine serum. This H2S donor should be suitable for use in various biol. systems.

Chemical Communications (Cambridge, United Kingdom) published new progress about Blood serum (bovine). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Formula: C16H13NO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Babon, Juan C. published the artcileDihydroboration of Alkyl Nitriles Catalyzed by an Osmium-Polyhydride: Scope, Kinetics, and Mechanism, Name: 2-(3-Benzoylphenyl)propanenitrile, the main research area is dihydroboration alkyl nitrile catalyst osmium polyhydride kinetics mechanism; diboryl amine preparation.

Complex OsH6(PiPr3)2 is an efficient catalyst precursor for the addition of pinacolborane and catecholborane to the C-N triple bond of alkyl nitriles. In this way, a variety of N,N-diborylamines have been isolated and fully characterized, including 13 derivatives not described so far. The range of nitriles used is wide and comprises substrates having unfunctionalized linear and branched chains, and functionalized chains with methoxide, trifluoromethyl, aryl, pyridyl, benzoyl, or cyanide groups. Kinetic studies demonstrate that the overall process consists of two consecutive irreversible reactions: the catalytic metal-promoted monohydroboration of the nitrile to afford the borylimine and the metal-free stoichiometric hydroboration of the latter to give the diborylamine. The mechanism of the hydroboration has been established by combining the kinetic anal. of the catalysis, stoichiometric reactions, and DFT calculations The rate-determining step of the catalysis is the insertion of the C-N triple bond of the nitrile into the Os-B bond of an osmium-σ-borane intermediate and is regiodirected by the nucleophilicity of the nitrogen atom and the electrophilicity of the carbon atom of the nitrile.

Organometallics published new progress about Activation enthalpy. 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Name: 2-(3-Benzoylphenyl)propanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Becker, Peter published the artcileDesigning Homogeneous Bromine Redox Catalysis for Selective Aliphatic C-H Bond Functionalization, HPLC of Formula: 73217-11-5, the main research area is sulfonamide bromine mCPBA light oxidation intramol amination catalyst; pyrrolidine sulfonyl preparation; oxaziridine sulfonyl preparation; C−H functionalization; Hofmann-Löffler reaction; amination; bromine; catalysis.

The potential of homogeneous oxidation catalysis employing bromine has remained largely unexplored. We herein show that the combination of a tetraalkylammonium bromide and meta-chloroperbenzoic acid offers a unique catalyst system for the convenient and selective oxidation of saturated C(sp3)-H bonds upon photochem. initiation with day light. This approach enables remote, intramol., position-selective C-H amination as demonstrated for 20 different examples. For the first time, an N-halogenated intermediate was isolated as the active catalyst state in a catalytic Hofmann-Loffler reaction. In addition, an expeditious one-pot synthesis of N-sulfonyl oxaziridines from N-sulfonamides was developed and exemplified for 15 transformations. These pioneering examples provide a change in paradigm for mol. catalysis with bromine.

Angewandte Chemie, International Edition published new progress about Amination (intramol.). 73217-11-5 belongs to class nitriles-buliding-blocks, name is 2-(2-(Bromomethyl)phenyl)acetonitrile, and the molecular formula is C9H8BrN, HPLC of Formula: 73217-11-5.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts