p-Toluenesulfonic acid → Edoxaban tosylate monohydrate

HRID 44570Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 44570
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:37])[C:10]([NH:12][C@H:13]2[CH2:18][CH2:17][C@H:16]([C:19]([N:21]([CH3:23])[CH3:22])=[O:20])[CH2:15][C@H:14]2[NH:24][C:25]([C:27]2[S:28][C:29]3[CH2:30][N:31]([CH3:36])[CH2:32][CH2:33][C:34]=3[N:35]=2)=[O:26])=[O:11])=[N:6][CH:7]=1.[C:38]1([CH3:48])[CH:43]=[CH:42][C:41]([S:44]([OH:47])(=[O:46])=[O:45])=[CH:40][CH:39]=1>C(O)C>[OH2:11].[C:38]1([CH3:48])[CH:39]=[CH:40][C:41]([S:44]([OH:47])(=[O:45])=[O:46])=[CH:42][CH:43]=1.[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:37])[C:10]([NH:12][C@H:13]2[CH2:18][CH2:17][C@H:16]([C:19]([N:21]([CH3:23])[CH3:22])=[O:20])[CH2:15][C@H:14]2[NH:24][C:25]([C:27]2[S:28][C:29]3[CH2:30][N:31]([CH3:36])[CH2:32][CH2:33][C:34]=3[N:35]=2)=[O:26])=[O:11])=[N:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 6101p-Toluenesulfonic acidHCID 10280735Edoxaban

Produkt 1

HCID 25022378Edoxaban tosylate monohydrateAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel3×

Versuchsvorschrift

4.1 g of the compound obtained in Example 1 was suspended in 50 mL of 15% aqueous ethanol at 60° C. The compound was dissolved by the addition of 7.42 mL of a 1 mol/L solution of p-toluenesulfonic acid in ethanol and then an additional 40 mL of 15% aqueous ethanol. Then, the solution was cooled to room temperature and stirred for 1 day. Deposited crystals were collected by filtration, washed with ethanol, and then dried under reduced pressure at room temperature for 2 hours to obtain 4.7 g of the title crystals (86%). Melting point (decomp.): 246 to 250° C.

Aufarbeitung

  1. filtrationDeposited crystals were collected by filtration
  2. washwashed with ethanol
  3. customdried under reduced pressure at room temperature for 2 hours

Quellen und Nachweise

ORD-Eintrag
ord-3f9d0bb298c04938b7348e7fa23ff83c
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541443B2

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