Sorafenib → Sorafenib Tosylate

HRID 332935

Reaktionsgleichung

Reaktionsgleichung von HRID 332935
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][C:12]2[CH:28]=[CH:27][C:15]([O:16][C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:23]([NH:25][CH3:26])=[O:24])[CH:18]=3)=[CH:14][CH:13]=2)=[O:10])=[CH:4][C:3]=1[C:29]([F:32])([F:31])[F:30].O.[C:34]1([CH3:44])[CH:39]=[CH:38][C:37]([S:40]([OH:43])(=[O:42])=[O:41])=[CH:36][CH:35]=1>C(O)C>[S:40]([C:37]1[CH:38]=[CH:39][C:34]([CH3:44])=[CH:35][CH:36]=1)([OH:43])(=[O:42])=[O:41].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:11][C:12]2[CH:28]=[CH:27][C:15]([O:16][C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:23]([NH:25][CH3:26])=[O:24])[CH:18]=3)=[CH:14][CH:13]=2)=[O:10])=[CH:4][C:3]=1[C:29]([F:32])([F:30])[F:31]

Komponenten

4

Edukt 2

HCID 216239SorafenibHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 406563Sorafenib TosylateAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

903 g of 4-{4-[({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenoxy}-N-methyl-pyridine-2-carboxamide, prepared as described in WO 00/42012, are initially charged in 2700 ml of ethanol. 451.7 g of p-toluenesulfonic acid monohydrate are dissolved in 1340 g of ethanol and added dropwise at room temperature. The suspension is stirred at room temperature for 1 hour, then filtered off with suction, and the residue is washed three times with 830 ml each time of ethanol. The drying is effected at 50° C. under reduced pressure with supply of air. 1129.6 g of the title compound in the polymorph II are obtained.

Aufarbeitung

  1. additionadded dropwise at room temperature
  2. filtrationfiltered off with suction
  3. washthe residue is washed three times with 830 ml each time of ethanol
  4. customis effected at 50° C. under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c968c0b3de584495a5d0a7769e6e977e
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877933B2

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