1198408-35-3Relevant academic research and scientific papers
Streamlined Synthesis of Diaminopyridines by Pd-Catalyzed Ammonia Coupling with Deactivated Amino-Chloropyridines
Bourriquen, Florian,Bruneau-Voisine, Antoine,Jeandin, Aliénor,Stihle, Etienne,Fantasia, Serena
, p. 9006 - 9011 (2019/06/24)
An efficient and cost-effective two-step synthesis of diaminopyridines, fundamental building blocks of biologically active compounds, is reported. The advantages over previously reported routes include cost and wider availability of the bromo-chloropyridine starting materials and the straightforward accessibility to an extended array of diaminopyridine regioisomers. The key enabler of this synthetic strategy is the development of an unprecedented palladium-catalyzed coupling reaction of ammonia with chloropyridines deactivated by the presence of an alkylamino substituent. The coupling reaction was accomplished with very low catalyst loadings under remarkably mild reaction conditions, making the system particularly suitable for both academic and industrial applications. The utility of this methodology is exemplified by the application to the synthesis of highly relevant scaffolds, including the synthetic intermediates of the marketed drugs Ribociclib and Palbociclib.
SUBSTITUTED PYRROLOPYRIMIDINE CDK INHIBITOR, PHARMACEUTICAL COMPOSITION CONTAINING SAME AND USE THEREOF
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, (2019/02/09)
The present invention belongs to the field of pharmaceutical chemistry, and relates to a substituted pyrrolopyrimidine CDK inhibitor, in particular to a compound as shown in formula I or a pharmaceutically acceptable salt or solvate thereof, as well as a preparation method thereof and a pharmaceutical composition thereof. The present invention also relates to the use of the compound and the pharmaceutical composition thereof in the preparation of a drug for treating diseases associated with CDK inhibition. The compound according to the present invention has a marked inhibitory effect on CDK, excellent drug absorption and significantly superior oral absorption effect.
PYRIDINE CARBONYL DERIVATIVES AND THERAPEUTIC USES THEREOF AS TRPC6 INHIBITORS
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, (2019/05/15)
The invention relates to compounds of formula (I), and pharmaceutically acceptable salts thereof, wherein R1 to R7, A, Y and L are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.
PYRAZOLO-TRIAZINE AND/OR PYRAZOLO-PYRIMIDINE DERIVATIVES AS SELECTIVE INHIBITOR OF CYCLIN DEPENDENT KINASE
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, (2019/11/04)
The present invention relates to pyrazolo[1,5-a][1,3,5]triazine and pyrazolo[l,5-a]pyrimidine derivatives and/or pharmaceutically acceptable salts thereof, the use of these derivatives as pharmaceutically active agents, especially for the prophylaxis and/or treatment of cell proliferative diseases, inflammatory diseases, immunological diseases, cardiovascular diseases and infectious diseases. Furthermore, the present invention is directed towards pharmaceutical compositions containing at least one of the pyrazolo[1,5-a][1,3,5]triazine and pyrazolo[1,5-a]pyrimidine derivatives and/or pharmaceutically acceptable salts thereof.
Process method suitable for amplification preparation of 4-(6-aminopyridin-3-yl) substituted piperidine
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, (2019/12/25)
The invention discloses a process method suitable for amplification preparation of 4-(6-aminopyridin-3-yl) substituted piperidine, and belongs to the synthesis field of a medicine intermediate. N-substituted piperidone, aryl sulfohydrazide and 2-amino-5-bromopyridine are subjected to a coupling reaction under a palladium catalyst, and then are subjected to a hydrogenation to obtain 4-(6-aminopyridin-3-yl) substituted piperidine. According to the process, the raw materials in pyridine do not need to be protected; the condensation and the coupling are carried out in the same reaction kettle, sothat the operation cost is reduced, the steps of performing protection at first and then performing protection removal as in documents can be avoided, and production cost of the existing biological, medicine and chemical intermediates is greatly reduced; and the process is subjected to amplification verification in kilogram-scale, and the verification proves that the yield and the product purity are basically equal to those of gram-scale, so that the method can be used as a process for industrial scale production.
INHIBITORS OF TRPC6
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Page/Page column 44; 72; 73, (2019/09/04)
The present invention relates to compounds of formula (I) and pharmaceutically acceptable salts therefore, wherein R1 to R6, A, U, V, W, X, Y, and Z are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.
Preparation method and intermediate of pyridinopyrimidine derivative
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, (2019/03/15)
The invention relates to a preparation method and an intermediate of a pyridinopyrimidine derivative. Specifically, the invention provides a compound as shown in a formula I which is described in thespecification and a method for preparing the pyridinopyr
Preparation method of 4-(6-substituted aminopyridine-3-radical) piperidine-1-tert-butyl formate
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Paragraph 0043; 0044; 0055-0058; 0066; 0067; 0068; 0069, (2018/03/24)
The invention discloses a preparation method of 4-(6-substituted aminopyridine-3-radical) piperidine-1-tert-butyl formate. The method is characterized in that 2-fluoro-5-bromopyridine, N-t-butyloxycarboryl-4-piperidone, raney nickel, etc. are used as the raw materials and subjected to three-step reaction to prepare the target product that is 4-(6-substituted aminopyridine-3-radical) piperidine-1-tert-butyl formate. The method is simple, convenient and stable in process and operation; the product obtained in each step is easily separated and high in yield; the environment is protected; the rawmaterials are low in price and easy to obtain, so that the production cost of existing biological, medical and chemical intermediates can be greatly decreased; and the method is beneficial for industrial massive production.
Preparation method of 4-(6-aminopyridine-3-radical) piperidine-1-tert-butyl formate
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, (2018/05/16)
The invention discloses a preparation method of 4-(6-aminopyridine-3-radical) piperidine-1-tert-butyl formate. The target product 4-(6-aminopyridine-3-radical) piperidine-1-tert-butyl formate is obtained by three steps of reactions by taking N-(5-bromine-piperidine-2-)-2, 2-dimethylacrylamide, N-t-butyloxycarboryl-4-piperidone, raney nickel and the like as raw materials. The preparation method issimple, convenient and stable in process operation, and a product in each step is easy to separate, high in yield and environmentally friendly; the comprehensive yield is 82 percent or above; comparedwith the yield of 42 percent of the existing process, the yield is obviously increased; furthermore, the raw materials are low in cost and readily available, so that the production costs of existingbiological, medical and chemical intermediates are substantially reduced; industrial large-scale production is facilitated.
SUBSTITUTED 2-HYDROGEN-PYRAZOLE DERIVATIVE SERVING AS ANTICANCER DRUG
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, (2018/02/04)
Disclosed is a substituted 2H-pyrazole derivative serving as a selective CDK4/6 inhibitor. Specifically, disclosed is a compound of formula (I) or a pharmaceutically acceptable salt thereof which serves as a selective CDK4/6 inhibitor.
