446292-07-5

Basic information

• Product Name: 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[(2R)-2-HYDROXY-3-[[4-(3-OXO-4-MORPHOLINYL)PHENYL]AMINO]PROPYL]-
• Synonyms: 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[(2R)-2-HYDROXY-3-[[4-(3-OXO-4-MORPHOLINYL)PHENYL]AMINO]PROPYL]-;4-[((2R)-Hydroxy-3-phthaliMido)propylaMine]phenyl-3-Morpholinone;2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-morpholinyl)phenyl]amino]propyl]-1H-isoindole-1,3(2H)-dione;2-[(2R)-2-hydroxy-3-{[4-(3-oxoMorpholin-4-yl)phenyl]aMino}p ropyl]-1H-isoindole-1,3(2H)-dione;(R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)-amino)propyl)isoindoline-1,3-dione;Rivaroxaban interMediate B;2-[(2R)-2-hydroxy-3-[4-(3-oxomorpholin-4-yl)anilino]propyl]isoindole-1,3-dione;Rivaroxaban Phthalimido Descarbonyl Impurity
• CAS NO: 446292-07-5
• Molecular Formula: C₂₁H₂₁N₃O₅
• Molecular Weight: 395.413
• EINECS: 1806241-263-5
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Intermediate of Rivaroxaban
• Mol File: 446292-07-5.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 734.905 °C at 760 mmHg
• Flash Point: 398.256 °C
• Appearance: /
• Density: 1.421
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.672
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 13.91±0.20(Predicted)
• Water Solubility: 37mg/L at 20℃
• CAS DataBase Reference: 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[(2R)-2-HYDROXY-3-[[4-(3-OXO-4-MORPHOLINYL)PHENYL]AMINO]PROPYL]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[(2R)-2-HYDROXY-3-[[4-(3-OXO-4-MORPHOLINYL)PHENYL]AMINO]PROPYL]-(446292-07-5)
• EPA Substance Registry System: 1H-ISOINDOLE-1,3(2H)-DIONE, 2-[(2R)-2-HYDROXY-3-[[4-(3-OXO-4-MORPHOLINYL)PHENYL]AMINO]PROPYL]-(446292-07-5)

Safety Data

• Hazardous Substances Data: 446292-07-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 446292-07-5 differently. You can refer to the following data:
1. 4-[((2R)-Hydroxy-3-phthalimido)propylamine]phenyl-3-morpholinone is a Rivaroxaban (R538000(P)) intermediate. Rivaroxaban is a novel antithrombotic agent. It is also a highly potent and selective, direct FXa inhibitor.
2. Rivaroxaban intermediate.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C21H21N3O5/c25-16(12-24-20(27)17-3-1-2-4-18(17)21(24)28)11-22-14-5-7-15(8-6-14)23-9-10-29-13-19(23)26/h1-8,16,22,25H,9-13H2/t16-/m1/s1

Upstream product

• 5455-98-1 2-oxiranylmethylisoindole-1,3-dione 
• 438056-69-0 4-(4-aminophenyl)morpholin-3-one 
• 1074-82-4 potassium phtalimide 
• 106-50-3 1,4-phenylenediamine 
• 161596-47-0 (S)-N-glycidylphthalimide 
• 136918-14-4 phthalimide 
• 1252018-10-2 4-[4-(N-(3-chloro-(2R)-2-hydroxy-1-propyl)amino)phenyl]morpholin-3-one 
• 29518-11-4 4-phenylmorpholin-3-one 
• 446292-04-2 4-(4-nitrophenyl)-3-morpholinone 
• 122-98-5 2-Anilinoethanol 

Downstream Products

• 1263103-46-3 methyl (S)-2-hydroxy-3-(1,3-dioxoisoindolin-2-yl)propyl-4-(3oxomorpholino)phenylcarbamate 
• 1263103-47-4 5-chloro-thiophene-2-carboxylic acid-1-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-{methoxycarbonyl-[4-(3-oxo-morpholin-4-yl)-phenyl]-amino}-ethyl ester 
• 1430407-74-1 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidine-3-yl]phenyl}morpholin-3-one malonate 
• 898543-06-1 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidine-3-yl]phenyl}morpholin-3-one hydrochloride 
• 1430407-73-0 4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidine-3-yl]phenyl}morpholin-3-one oxalate 
• 446292-08-6 2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione 
• 446292-10-0 4-[4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholine-3-one 
• 1643354-27-1 2,2'-((2R,2'R)-((4-(3-oxomorpholino)phenyl)azadiyl)bis(2-hydroxypropane-3,1-diyl))bis(isoindoline-1,3-dione) 
• 1616563-61-1 5-chloro-N-formyl-N-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene-2-carboxamide 
• 1616563-62-2 N-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)formamide 
• 1450876-94-4 2-((2R)-2-hydroxy-3-(N-(4-(3-oxomorpholin-4-yl)phenyl)-1H-imidazol-1-yl-carboxamido)propyl)-1H-isoindol-1,3(2H)-dione 
• 1446022-18-9 (S)-4-(4-(5-(aminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one L-(+)-mandelate 
• 1446022-16-7 (S)-4-(4-(5-(aminomethyl)-2-oxo-oxazolidin-3-yl)phenyl)morpholin-3-one formate salt 

Relevant articles and documents

Preparation method of rivaroxaban intermediate

The invention provides a preparation method of a rivaroxaban intermediate. The preparation method comprises: (1) carrying out a reaction on a compound A and a compound B in an alcohol or an alcohol aqueous solution to obtain a compound C; and (2) reacting the compound C with N,N'-carbonyldiimidazole in a reaction solvent selected from acetonitrile or butyronitrile to obtain a reaction solution containing a compound D, and performing cooling crystallization to obtain a compound D.

Preparation method of 4-(4-aminophenyl)morpholin-3-one derivative

The invention belongs to the technical field of medicines, and particularly relates to a preparation method of a 4-(4-aminophenyl)morpholin-3-one derivative. The preparation method comprises the following steps: reacting 4-(4-aminophenyl)morpholin-3-one serving as a raw material with a first reactant to obtain a first intermediate product; and in a first solvent and with the first intermediate product as a raw material, adding (S)-N-(2,3-epoxypropyl)phthalimide in batches in multiple times, and carrying out a reaction at a first temperature to obtain a target product, namely the 4-(4-aminophenyl)morpholin-3-one derivative. According to the method, the solvent is optimized, so a conversion rate is improved; the mode of feeding in batches in multiple times and a post-treatment mode (concentration, crystallization, filtration, drying and the like) are used, so the target product with high yield is obtained; and the target product is the 4-(4-aminophenyl)morpholin-3-one derivative, and the method has important significance in effectively controlling the quality of rivaroxaban.

Preparation method and use of rivaroxaban intermediate

The present invention relates to a preparation method of a rivaroxaban intermediate I. The method provided by the invention has the advantages of greatly shortening the reaction time, easy preparationby scale, simple operation, good stability, high purity, low environmental pollution and suitable for industrial production.