Category: 209919-30-2

Li, Renhe published the artcileRedox-Neutral ortho Functionalization of Aryl Boroxines via Palladium/Norbornene Cooperative Catalysis, Quality Control of 209919-30-2, the publication is Chem (2019), 5(4), 929-939, database is CAplus and MEDLINE.

A redox-neutral ortho functionalization of aryl boroxines via Pd/NBE catalysis was reported. An electrophile, such as carboxylic acid anhydrides or O-benzoyl hydroxylamines, was coupled at the boroxine ortho position, and a proton as the second electrophile was introduced at the ipso position. This reaction did not require extra oxidants or reductants and avoided stoichiometric bases or acids, thereby tolerating a wide range of functional groups. In particular, orthogonal chemoselectivity between aryl iodide and boroxine moieties was demonstrated, which could be used to control reaction sequences. Finally, a deuterium-labeling study supported the ipso protonation pathway. This unique mechanistic feature could inspire the development of a new class of Pd/NBE-catalyzed transformations.

Chem published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Quality Control of 209919-30-2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Baud, Matthias G. J. published the artcileNew Synthetic Routes to Triazolo-benzodiazepine Analogues: Expanding the Scope of the Bump-and-Hole Approach for Selective Bromo and Extra-Terminal (BET) Bromodomain Inhibition, SDS of cas: 209919-30-2, the publication is Journal of Medicinal Chemistry (2016), 59(4), 1492-1500, database is CAplus and MEDLINE.

We describe new synthetic routes developed toward a range of substituted analogs of bromo and extra-terminal (BET) bromodomain inhibitors I-BET762/JQ1 based on the triazolo-benzodiazepine scaffold. These new routes allow for the derivatization of the methoxyphenyl and chlorophenyl rings, in addition to the diazepine ternary center and the side chain methylene moiety. Substitution at the level of the side chain methylene afforded compounds targeting specifically and potently engineered BET bromodomains designed as part of a bump and hole approach. We further demonstrate that marked selectivity for the second over the first bromodomain can be achieved with an indole derivative that exploits differential interaction with an aspartate/histidine conservative substitution on the BC loop of BET bromodomains.

Journal of Medicinal Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, SDS of cas: 209919-30-2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ma, Zhihua published the artcileDiscovery of the imidazole-derived GPR40 agonist AM-3189, COA of Formula: C7H8BClO2, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(1), 15-20, database is CAplus and MEDLINE.

As a follow-up to the GPR40 agonist AMG 837, which was evaluated in clin. trials for the treatment of type II diabetes, further optimization led to the discovery of AM-3189 I. I is representative of a new class of compounds with minimal CNS penetration, superior pharmacokinetic properties and in vivo efficacy comparable to AMG 837.

Bioorganic & Medicinal Chemistry Letters published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, COA of Formula: C7H8BClO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zhu, Chen published the artcileElusive Metal-Free Primary Amination of Arylboronic Acids: Synthetic Studies and Mechanism by Density Functional Theory, Related Products of chlorides-buliding-blocks, the publication is Journal of the American Chemical Society (2012), 134(44), 18253-18256, database is CAplus and MEDLINE.

Herein the authors disclose the first metal-free synthesis of primary aromatic amines from arylboronic acids, a reaction that has eluded synthetic chemists for decades. This remarkable transformation affords structurally diverse primary arylamines in good chem. yields, including a variety of halogenated primary anilines that often cannot be prepared via transition-metal-catalyzed amination. The reaction is operationally simple, requires only a slight excess of aminating agent [O-(2,4-dinitrophenyl)hydroxylamine], proceeds under neutral or basic conditions, and, importantly, can be scaled up to provide multigram quantities of primary anilines. D. functional calculations reveal that the most likely mechanism involves a facile 1,2-aryl migration, and that the presence of an ortho nitro group in the aminating agent plays a critical role in lowering the free energy barrier of the 1,2-aryl migration step.

Journal of the American Chemical Society published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C14H10N2O, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Yan, Dingyuan published the artcileSynthesis of Benzofurans and Benzoxazoles through a [3,3]-Sigmatropic Rearrangement: O-NHAc as a Multitasking Functional Group, Quality Control of 209919-30-2, the publication is Organic Process Research & Development (2019), 23(8), 1646-1653, database is CAplus.

The synthesis of heterocycles relies heavily on diverse sigmatropic rearrangements triggered by the cleavage of X-Y (X, Y = C, O, N, S, I) bonds. However, a unified rearrangement approach for constructing heterocyclic libraries is highly desirable. Encouraged by computational anal. of [3,3]-sigmatropic rearrangements, we can now rapidly synthesize oxa-heterocycles by treating N-phenoxyacetamides (Ph-ONHAc) with compounds containing an sp-hybridized carbon. The generality of the process is illustrated by the late-stage diversification of natural products, including estrone and an approved drug. A combination of exptl. and computational studies revealed that the reactions proceed through a facile Claisen-like [3,3]-sigmatropic rearrangement/annulation process.

Organic Process Research & Development published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C12H14O2, Quality Control of 209919-30-2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Oh, Sangmi published the artcileConstruction of a Polyheterocyclic Benzopyran Library with Diverse Core Skeletons through Diversity-Oriented Synthesis Pathway, Formula: C7H8BClO2, the publication is Journal of Combinatorial Chemistry (2010), 12(4), 548-558, database is CAplus and MEDLINE.

In this study, a divergent and practical solid-phase parallel diversity-oriented synthesis (DOS) strategy was successfully applied for the construction of five discrete core skeletons embedded with privileged benzopyranyl (chroman/2H-chromene) substructure. The diversity of these core skeletons was expanded through the introduction of various substituents at the benzopyran aromatic and 2 positions and at the N atoms of appended heterocycles from a single key intermediate in five different pathways. More importantly, we efficiently maximized the mol. diversity through the transformation of the core skeleton itself by using the library-to-library concept and created a distinctively different collection of small mols. with the same building blocks. A 434-member polyheterocyclic benzopyran library was constructed on a scale of about 10 mg with the potential for further diversification. Without further purification, the average purity of the library is 85%.

Journal of Combinatorial Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Formula: C7H8BClO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Chen, Zhi-Min published the artcilePalladium-Catalyzed Enantioselective Redox-Relay Heck Arylation of 1,1-Disubstituted Homoallylic Alcohols, Name: 4-Chloro-2-methylphenylboronic acid, the publication is Journal of the American Chemical Society (2016), 138(36), 11461-11464, database is CAplus and MEDLINE.

An enantioselective redox-relay oxidative Heck arylation of 1,1-disubstituted alkenes to construct β-stereocenters was developed using a new pyridyl-oxazoline ligand. Various 1,2-diaryl carbonyl compounds were readily obtained in moderate yield and good to excellent enantioselectivity. Addnl., anal. of the reaction outcomes using multidimensional correlations revealed that enantioselectivity is tied to specific electronic features of the 1,1-disubstituted alkenol and the extent of polarizability of the ligand.

Journal of the American Chemical Society published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Name: 4-Chloro-2-methylphenylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gehling, Victor S. published the artcileDiscovery, Design, and Optimization of Isoxazole Azepine BET Inhibitors, Formula: C7H8BClO2, the publication is ACS Medicinal Chemistry Letters (2013), 4(9), 835-840, database is CAplus and MEDLINE.

The identification of a novel series of small mol. BET inhibitors is described. Using crystallog. binding modes of an amino-isoxazole fragment and known BET inhibitors, a structure-based drug design effort lead to a novel isoxazole azepine scaffold, e.g. I. This scaffold showed good potency in biochem. and cellular assays and oral activity in an in vivo model of BET inhibition.

ACS Medicinal Chemistry Letters published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, Formula: C7H8BClO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gross, Raymond S. published the artcileDesign and Synthesis of Tricyclic Corticotropin-Releasing Factor-1 Antagonists, HPLC of Formula: 209919-30-2, the publication is Journal of Medicinal Chemistry (2005), 48(18), 5780-5793, database is CAplus and MEDLINE.

Antagonists of the corticotropin-releasing factor (CRF) neuropeptide should prove to be effective in treating stress and anxiety-related disorders. In an effort to identify antagonists with improved physicochem. properties, new tricyclic CRF₁ antagonists were designed, synthesized, and tested for biol. activity. As a result of studies aimed at establishing a relationship between structure and CRF₁ binding affinity, NBI 35965 [i.e., (7S)-6-(cyclopropylmethyl)-2-(2,4-dichlorophenyl)-7-ethyl-7,8-dihydro-4-methyl-6H-1,3,6,8a-tetraazaacenaphthylene (I)] was identified as a high-affinity antagonist with a pK_i value of 8.5. I proved to be a functional CRF₁ antagonist with pIC₅₀ values of 7.1 and 6.9 in the in vitro CRF-stimulated cAMP accumulation and ACTH production assays, resp., and I also reduced CRF or stress induced ACTH production in vivo.

Journal of Medicinal Chemistry published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, HPLC of Formula: 209919-30-2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Fu, Ying published the artcileCopper-Catalyzed Monoorganylation of Trialkyl Borates with Functionalized Organozinc Pivalates, HPLC of Formula: 209919-30-2, the publication is ChemCatChem (2018), 10(19), 4253-4257, database is CAplus.

Organozinc pivalates, a recently developed air- and moisture-stable organozinc species, were found for the 1st time as excellent organometallic species in the monoorganylation of trialkyl borates whereby boronic acids were prepared in high yields. The significant advantage of organozinc pivalates over another previously employed organometallic reagents, e. g., organolithium reagents, Grignard reagents and organozinc halides, is that the generation of multiorganylation byproducts such as borinic acids and trialkylboranes were completely suppressed. Addnl., the in situ generated boronates could be directly arranged into Suzuki-Miyaura type cross-coupling reactions to produce biaryls in high yields.

ChemCatChem published new progress about 209919-30-2. 209919-30-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-Chloro-2-methylphenylboronic acid, and the molecular formula is C7H8BClO2, HPLC of Formula: 209919-30-2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics