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Dichloromethane → Rivaroxaban

HRID 1054153
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HRID 1054153 반응식
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][C:14]3=[O:19])=[CH:9][CH:8]=2)[CH2:5][C@H:4]([CH2:20][NH:21][CH:22]=[O:23])[O:3]1.ClCCl.[N+](C1C=CC([C:36]2[CH:40]=[C:39]([Cl:41])[S:38][C:37]=2C([O-])=O)=CC=1)([O-])=O.[OH-].[Na+]>O.CO.C(O)(=O)C>[CH:11]1[C:10]([N:13]2[C:14](=[O:19])[CH2:15][O:16][CH2:17][CH2:18]2)=[CH:9][CH:8]=[C:7]([N:6]2[C:2](=[O:1])[O:3][C@@H:4]([CH2:20][NH:21][C:22]([C:37]3[S:38][C:39]([Cl:41])=[CH:40][CH:36]=3)=[O:23])[CH2:5]2)[CH:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6344Dichloromethane2회HCID 14798Sodium HydroxideHCID 90258317Rivaroxaban Impurity 116HCID 902586624-Nitrophenyl-5-chlorothiophene-2-carboxylate

생성물 1

HCID 9875401Rivaroxaban

시약·촉매·용매 3

HCID 176Acetic Acid용매
HCID 887Methanol용매
HCID 962Water용매

실험 절차

N-({(5 S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)formamide (1 g) taken in a dichloromethane(10 ml) and stirred reaction mass at 25 to 30° C. for 30 minutes. To this mixture added solution of 4-nitrophenyl-5-chlorothiophene-2-carboxylate (1.06 g) in a dichloromethane (10 ml) and sodium hydroxide (0.38 g) in water (5 ml) simultaneously through addition funnel. Obtained reaction mass then stirred for 1 to 2 h at 25 to 30° C. After completion of reaction, Separated organic layer and concentrated under reduced pressure to obtain residue. Added acetic acid and methanol to residue stirred for 30 minutes and obtained solid is filtered off. Washed solid with methanol.

후처리

  1. customreaction mass at 25 to 30° C. for 30 minutes
  2. additionsimultaneously through addition funnel
  3. customObtained
  4. customreaction mass
  5. stirringthen stirred for 1 to 2 h at 25 to 30° C
  6. customAfter completion of reaction
  7. customSeparated organic layer
  8. concentrationconcentrated under reduced pressure
  9. customto obtain residue
  10. customobtained solid
  11. filtrationis filtered off
  12. washWashed solid with methanol

출처 및 근거

ORD 기록
ord-ecaac78c675f493183d48d548706c34e
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394292B2

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