Rosiglitazone → Rosiglitazone Maleate

HRID 1766595

Reaktionsgleichung

Reaktionsgleichung von HRID 1766595
[CH3:1][N:2]([CH2:9][CH2:10][O:11][C:12]1[CH:25]=[CH:24][C:15]([CH2:16][CH:17]2[S:21][C:20](=[O:22])[NH:19][C:18]2=[O:23])=[CH:14][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]\[C:29]([OH:31])=[O:30]>CO>[C:26]([OH:33])(=[O:32])/[CH:27]=[CH:28]\[C:29]([OH:31])=[O:30].[CH3:1][N:2]([CH2:9][CH2:10][O:11][C:12]1[CH:25]=[CH:24][C:15]([CH2:16][CH:17]2[S:21][C:20](=[O:22])[NH:19][C:18]2=[O:23])=[CH:14][CH:13]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1

Komponenten

4

Edukt 2

HCID 77999RosiglitazoneHCID 444266Maleic Acid

Produkt 1

HCID 5281055Rosiglitazone Maleate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione (1.5 g, 4.2 mmole) and maleic acid (0.525 g @ 97.6% assay, 4.4 mmole, 1.05 mole equivalents) were heated in methanol (15 ml) and the temperature was held at 60° C. The resulting solution was filtered and then cooled to 0° C. with magnetic stirring at which point a thick suspension was formed. The product, 5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione maleate, was isolated, washed with methanol and dried, in vacuo, at 52° C. (Yield 1.4 g, 70.5%). Water content of the product was 2.0%.

Aufarbeitung

  1. customwas held at 60° C
  2. filtrationThe resulting solution was filtered
  3. customwas formed

Quellen und Nachweise

ORD-Eintrag
ord-3df00d3967cf450f97bc7032f8c93f91
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07230109B2

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