Sodium Hydroxide → Rigosertib sodium

HRID 424358Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 424358
[CH3:1][O:2][C:3]1[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[C:24]([O:30][CH3:31])[C:4]=1/[CH:5]=[CH:6]/[S:7]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:22][CH3:23])=[C:15]([NH:17][CH2:18][C:19]([OH:21])=[O:20])[CH:16]=1)(=[O:9])=[O:8].[OH-].[Na+:33]>C(O)C>[Na+:33].[CH3:1][O:2][C:3]1[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[C:24]([O:30][CH3:31])[C:4]=1/[CH:5]=[CH:6]/[S:7]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([O:22][CH3:23])=[C:15]([NH:17][CH2:18][C:19]([O-:21])=[O:20])[CH:16]=1)(=[O:8])=[O:9]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 6918736Rigosertib

Produkt 1

HCID 23696523Rigosertib sodiumAusbeute 85,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

(E)-2-(5-((2,4,6-Trimethoxystyrylsulfonyl)methyl)-2-methoxyphenylamino)acetic acid (15 g, 0.032 mol) is dissolved in ethanol (150 ml) and 1 N NaOH (1.28 g in 33 ml of water, 0.032 mol) is added, adjusted pH to 7.5-8.0 and stirred at room temperature for 1 h. The reaction is cooled to 0° C., and the precipitated solid is collected by filtration, washed with cold ethanol, and finally with hexane and dried under vacuum to give (E)-2-(5-((2,4,6-trimethoxystyrylsulfonyl)methyl)-2-methoxyphenylamino)acetic acid sodium salt (13 g, 84%).

Aufarbeitung

  1. temperatureThe reaction is cooled to 0° C.
  2. filtrationthe precipitated solid is collected by filtration
  3. washwashed with cold ethanol
  4. dry with materialfinally with hexane and dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-2ad85619fcf3422bb3fb6bc6e2cbd652
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106033B2

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