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3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-

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3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]- manufacturers

3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]- Basic information
Product Name:3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-
Synonyms:Des(5-chloro-2-carboxythienyl) Rivaroxaban;4- [4-[(5) -5- (aminomethyl) -2-carbonyl-3-azolidinyl] phenyl] -3-morpholinone;Rivaroxaban Impurity 9/(S)-4-(4-(5-(Aminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one;Rivaroxaban Aminomethyl Base Impurity;Rivaroxaban Intermediate 3;4-{4-[(5S)-5-(aMinoMethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}Morpholin-3-one;4-{4-[(5S)-5-aminomethyl)-2-oxo-1,3-oxazolidin-3-yl}morpholin-3-on;4-[4-[(5S)-5-(AMinoMethyl)-2-oxo-3-oxazolidinyl]phenyl]-3-Morpholinone
CAS:446292-10-0
MF:C14H17N3O4
MW:291.3
EINECS:692-970-2
Product Categories:Amines;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Aromatics;Intermediates
Mol File:446292-10-0.mol
3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]- Structure
3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]- Chemical Properties
Melting point 148.3-149.8 °C
Boiling point 580.4±45.0 °C(Predicted)
density 1.348±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka8.96±0.29(Predicted)
InChIInChI=1S/C14H17N3O4/c15-7-12-8-17(14(19)21-12)11-3-1-10(2-4-11)16-5-6-20-9-13(16)18/h1-4,12H,5-9,15H2/t12-/m0/s1
InChIKeyDEXXSYVEWAYIGZ-LBPRGKRZSA-N
SMILESN1(C2=CC=C(N3C[C@H](CN)OC3=O)C=C2)CCOCC1=O
Safety Information
MSDS Information
3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]- Usage And Synthesis
Chemical PropertiesWhite Solid
UsesRivaroxaban intermediate.
UsesA metabolite of Rivaroxaban (R538000).
SynthesisS1, phthalimide potassium salt (73.4 g, 0.39 mol) was added to a solution of (S)-4-chloro-3-hydroxybutanenitrile (39.5 g, 0.33 mol) in DMF (330 ml), and heated to 70 C to react for 4h, the reaction solution was poured into water (440 ml), stirred for 10min, a white solid precipitated, pumped filter, the filter cake was dried under reduced pressure to give a White solid (73.6 g, 97.0%); mp 137-140C, []D25-21.8 (c1, CHCl3). S2, (S)-4-(1,3-dioxoisoindol-2-yl)-3-hydroxybutanenitrile (63.4 g, 0.28 mol) obtained from step S1 was added to chloroform (330 ml), and 30% hydrogen peroxide (122 ml, 3.95 mol), tetrabutylammonium bromide (17.7 g, 55 mmol) and 20% sodium hydroxide ( 110 ml, 3.36 mol) solution, added, raised to room temperature, stirred the reaction for 2h, added chloroform (110 ml) partition, the organic phase was washed with saturated sodium chloride solution (220 ml 3), dried with anhydrous sodium sulfate, filtration, filtrate was concentrated under reduced pressure to obtain a white solid 4-[4-[(5S)-5-(aminomethyl)-2-carbonyloxy-3-azolidinyl]phenyl]-3-morphine morpholinone (65.6 g, 95.8%)
3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]- Preparation Products And Raw materials
Tag:3-Morpholinone, 4-[4-[(5S)-5-(aminomethyl)-2-oxo-3-oxazolidinyl]phenyl]-(446292-10-0) Related Product Information
Rivaroxaban iMpurity 8 3-Morpholinone, 4-(2,4-diaMinophenyl)- (R)-5-chloro-N-(4-(3-oxomorpholino)phenyl)-N- ((2-oxooxazolidin-5-yl)methyl)thiophene-2-carboxamide Benzoic acid, 2-[[[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]aMino]carbonyl]- Rivaroxaban 1,2-Cyclohexanedione (S)-(+)-Glycidyl Phthalimide 4-[4-(N-(3-chloro-(2R)-2-hydroxy-1-propyl)aMino)phenyl]Morpholin-3-one (S)-4-(4-(5-(Aminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one.HCl Ethyl (R)-(-)-4-cyano-3-hydroxybutyate 5-Chloro-2-thiophenecarboxylic Acid m-(Trifluoromethyl)phenylacetic acid 2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-Morpho linyl)phenyl]aMino]propyl]-1H-isoindole-1 ,3(2H)-dione (S)-(+)-Epichlorohydrin 5-Chlorothiophene-2-carbonyl chloride 4-(4-Nitrophenyl)morpholin-3-one 1H-Isoindole-1,3(2H)-dione, 2-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]- Polystyrene iodosoacetate