1414932-72-1Relevant academic research and scientific papers
A method for preparing the advantage cuts down Sha Ban
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Paragraph 0030; 0031; 0032; 0033; 0034; 0035; 0036; 0037, (2017/08/25)
The invention provides a preparation method of rivaroxaban. The preparation method comprises the following steps: coupling and performing ring-closing on a compound as shown in formula II described in the specification and a compound as shown in formula III described in the specification in the presence of an organic solvent and lithium tert-butoxide to generate a compound as shown in formula IV; (2) directly adding the reactants which are not subjected to after-treatment and obtained in the last-step reaction into hydrochloric acid to hydrolyze to generate a compound as shown in formula V; after the hydrolysis is completed, extracting the reactants by an organic solvent, removing an organic phase and keeping a water phase for later use; and (3) adding inorganic alkali and the compound as shown in formula VI into the water phase, and reacting to obtain the compound rivaroxaban as shown in formula I. The preparation method of the rivaroxaban disclosed by the invention can be used for greatly reducing the technological operation steps, and is simple in after-treatment; only one organic solvent is used in the reaction and the after-treatment thereof, so that the environmental pollution is reduced and the production cost is lowered, and therefore, the preparation method is suitable for large-scale industrial production and has a great application value.
PROCESS FOR OBTAINING RIVAROXABAN AND INTERMEDIATE THEREOF
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Paragraph 0056; 0057, (2014/05/20)
This invention relates to a procedure for obtaining a thiophene-2-carboxamide compound, specifically rivaroxaban, which comprises the (i) fragmentation of the N═C bond of a compound of formula 23 where R1 is selected among hydrogen, halogen, and (C1-C6)alkyl; and (ii) acylation of the resulting intermediate with 5-chloro-tiofen-2-carbonyl chloride in a solvent medium, in the presence of a base. The invention also relates to the compounds of formula 23 and their use in the obtention of rivaroxaban.
PROCESSES FOR PREPARING RIVAROXABAN
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Page/Page column 16, (2013/10/22)
Processes and intermediates for preparing rivaroxaban, and analogs and derivatives thereof, and pharmaceutically acceptable salts of each of the foregoing, are described herein.
A PROCESS FOR THE PREPARATION OF RIVAROXABAN BASED ON THE USE OF (S)-EPICHLOROHYDRIN
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Page/Page column 26; 27, (2013/08/28)
The invention relates to the stereoisomers of 4-{4-[(S/R)-5-[(((aryl)methylene)- amino)methyl]-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-ones described by the chemical formulae (S)-(9) and (R)-(9). The optical isomer of compound (9) with the (S)- configuration is industrially applicable for the manufacture of the antithrombotic drug rivaroxaban (1). The new preparation process of rivaroxaban comprises a reaction of (S)-1- chloro-3-(((aryl)methylene)amino)propan-2-ols (S)-(14) with alkyl 4-(3-oxomorpholine-4- yl)phenylcarbamates (15) providing the key intermediate (S)-(9), which is further subjected to hydrolytic deprotection and subsequent acylation, producing rivaroxaban. The commercially available (S)-epichlorohydrin has been conveniently used as the chiral building block for the production of the key intermediate.
PROCESS FOR OBTAINING RIVAROXABAN AND INTERMEDIATE THEREOF
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Page/Page column 16-17, (2012/12/13)
This invention relates to a procedure for obtaining a thiophene-2-carboxamide compound, specifically rivaroxaban, which comprises the (i) fragmentation of the N=C bond of a compound of formula 23 where R1 is selected among hydrogen, halogen, and (C1-C6)alkyl; and (ii) acylation of the resulting intermediate with 5-chloro-tiofen-2-carbonyl chloride in a solvent medium, in the presence of a base. The invention also relates to the compounds of formula 23 and their use in the obtention of rivaroxaban.
