Reaktionsgleichung
[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]>C(#N)C>[CH3:1][N:2]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[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.[CH:27](/[C:26]([OH:33])=[O:32])=[CH:28]/[C:29]([OH:31])=[O:30]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 81 °C
Versuchsvorschrift
5-[4-[2-(N-methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione (rosiglitazone free base, 50 gms, 0.140 mol) was stirred with 250 ml of dry acetonitrile and a suspension of maleic acid (19.50 gms, 0.168 mol) in 100 ml of dry acetonitrile was added at 27° C. to obtain a clear solution, followed by reflux for 30 minutes at 80-82° C. The reaction mass was gradually allowed to cool to 30° C. and stirred for 5 hours at 25-30° C. The precipitated solid was filtered under argon atmosphere and washed with 50 ml of dry acetonitrile. The filtered solid obtained was dried under vacuum at 30° C. for 5 hours, and at 50° C. for 6 hours, to obtain rosiglitazone maleate Form A (45 gms) in 71% yield.
Aufarbeitung
- additionwas added at 27° C.
- customto obtain a clear solution
- temperatureto cool to 30° C.
- filtrationThe precipitated solid was filtered under argon atmosphere
- washwashed with 50 ml of dry acetonitrile
- customThe filtered solid obtained
- customwas dried under vacuum at 30° C. for 5 hours
- waitat 50° C. for 6 hours
Quellen und Nachweise
- ORD-Eintrag
- ord-17854ad32bb441e78c96447742c24049
- Quelldatensatz
- uspto-grants-2010_03
- Patentnummer
- US07678916B2
Verknüpfte Notizen
Wird geladen…