26673-31-4Relevant articles and documents
PROCESSES AND INTERMEDIATES FOR PREPARING MCL1 INHIBITORS
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Paragraph 0190, (2021/06/04)
The present disclosure provides methods for preparing MCL1 inhibitors or a salt thereof and related key intermediates.
Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light
Sherwood, Trevor C.,Xiao, Hai-Yun,Bhaskar, Roshan G.,Simmons, Eric M.,Zaretsky, Serge,Rauch, Martin P.,Knowles, Robert R.,Dhar, T. G. Murali
, p. 8360 - 8379 (2019/09/03)
An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.
The Electrophilic Fluorination of Enol Esters Using SelectFluor: A Polar Two-Electron Process
Wood, Susanna H.,Etridge, Stephen,Kennedy, Alan R.,Percy, Jonathan M.,Nelson, David J.
supporting information, p. 5574 - 5585 (2019/03/21)
The reaction of enol esters with SelectFluor is facile and leads to the corresponding α-fluoroketones under mild conditions and, as a result, this route is commonly employed for the synthesis of medicinally important compounds such as fluorinated steroids. However, despite the use of this methodology in synthesis, the mechanism of this reaction and the influence of structure on reactivity are unclear. A rigorous mechanistic study of the fluorination of these substrates is presented, informed primarily by detailed and robust kinetic experiments. The results of this study implicate a polar two-electron process via an oxygen-stabilised carbenium species, rather than a single-electron process involving radical intermediates. The structure–reactivity relationships revealed here will assist synthetic chemists in deploying this type of methodology in the syntheses of α-fluoroketones.
6-chlorine-3,4-dihydro-2H-1-naphthalenone synthesis method
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Paragraph 0042; 0050-0053; 0061-0063, (2020/09/20)
The invention relates to the technical field of intermediates of medicines and materials and particularly relates to a 6-chlorine-3,4-dihydro-2H-1-naphthalenone synthesis method. The 6-chlorine-3,4-dihydro-2H-1-naphthalenone synthesis method comprises the following steps: (1) adding 6-chlorine-3,4-dihydro-1H-2-naphthalenone into a solvent A, raising the temperature to more than 100 DEG C, blowingan air flow into a system through a conduit, keeping the temperature to bubble and react for 48-72 hours to obtain a crude product of the 6-chlorine-1-hydroxyl-3,4-dihydro-1H-2-naphthalenone; (2) adding the crude product of the 6-chlorine-1-hydroxyl-3,4-dihydro-1H-2-naphthalenone into a reaction flask, adding a solvent B, an alkali and hydrazine hydrate, heating to 120 DEG C, reacting to obtain acrude product of 6-chlorine-1-hydroxyl-1,2,3,4-tetrahydronaphthalene; (3) adding the crude product of 6-chlorine-1-hydroxyl-1,2,3,4-tetrahydronaphthalene obtained in the step (2) into the reaction flask, then adding dichloromethane, TEMPO and a phase transfer catalyst, and reacting to obtain a product. The air is used as an oxidizing agent, is clean and cheap and meets the requirement on green chemistry; the total yield is more than 60%, and in the whole synthesis route, the operation is simple and convenient as well as safe and stable, and the method is suitable for industrial production.
Acid-promoted furan annulation and aromatization: An access to benzo[b]furan derivatives
Ao, Jun,Liu, Yidong,Jia, Shiqi,Xue, Lu,Li, Dongmei,Tan, Yu,Qin, Wenling,Yan, Hailong
supporting information, p. 433 - 440 (2018/01/03)
An unprecedented PTSA-promoted furan annulation and aromatization in one pot has been developed. This process offers a simple and efficient synthetic route for the construction of various highly substituted benzo[b]furan derivatives, which are widely used not only in drug active molecules but also organic semiconductor and organic light-emitting devices. The preliminary mechanism study indicated this transformation proceeded sequentially via furan annulation and aromatization.
NAPTHOQUINONES, PRO-DRUGS, AND METHODS OF USE THEREOF
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Paragraph 00141; 00193, (2017/07/06)
Provided herein are naphthoquinones compounds such as those with a hydrogen bond donating group of the formula (I): wherein: R1, R2, R3, R4, R5, and n are as defined herein. Also provided herein are pharmaceutical composition of the present compounds and methods of treatment using the compounds including their use in the treatment of cancer.
COMPOUNDS THAT INHIBIT MCL-1 PROTEIN
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Page/Page column 53; 54, (2017/09/15)
Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula I, and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.
CARBAMATE DERIVATIVE COMPOUNDS, PROCESSES FOR PREPARING THEM AND THEIR USES
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Paragraph 327-329, (2017/09/15)
The present invention relates to a pharmaceutical composition for treating or preventing CNS disorders containing a carbamate derivative compound and/or pharmaceutically acceptable salt thereof as an active ingredient. Furthermore, the present invention relates to a method for treatment or prevention CNS disorders comprising administering a carbamate derivative compound in a pharmaceutically effective amount to a subject in need of treatment or prevention of CNS disorders.
Method for synthesizing tetralone compound
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Paragraph 0028; 0029, (2016/10/07)
The invention belongs to the technical field of organic compound synthesis, provides a method for synthesizing a tetralone compound, and aims at solving the problems that in an exiting tetralone compound synthesizing method, an expensive transition metal catalyst, such as a palladium catalyst, is needed, and a large quantity of oxidizing agent is needed during a reaction. Aryl is used for replacing cyclobutanol to serve as an initiator, under the action of a catalyst, an oxidizing agent and an additive, reacting is carried out for 1-8 h in a solvent at the temperature of 25 DEG C to 100 DEG C, and the tetralone compound is obtained. The method has the advantages that the reaction conditions are relatively moderate, cheap metal copper is adopted as the catalyst, ligand participation is not needed, and operation is easy, convenient and feasible.
A facile and regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion
Yu, Jiajia,Zhao, Huijun,Liang, Shuguang,Bao, Xiaoguang,Zhu, Chen
supporting information, p. 7924 - 7927 (2015/07/27)
A regioselective synthesis of 1-tetralones via silver-catalyzed ring expansion is described. A variety of 1-tetralones are furnished under mild reaction conditions from tertiary cyclobutanols regardless of the electronic properties and steric hindrance of substituents, providing a new and practical method to access diverse 1-tetralone building blocks. Preliminary experimental and DFT studies revealed that a radical-mediated sequence of C-C bond cleavage/C-C bond formation is involved.
