Methanesulfonic Acid → Rasagiline mesylate
Reaktionsgleichung
[CH:1]#[C:2][CH2:3][NH:4][C@H:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6]1.[CH3:14][S:15]([OH:18])(=[O:17])=[O:16]>C(#N)C>[CH3:14][S:15]([OH:18])(=[O:17])=[O:16].[CH:1]#[C:2][CH2:3][NH:4][C@H:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6]1Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 77.5 °C
Versuchsvorschrift
The toluenic phase of step (a) was charged into a 500 mL round-bottomed flask under nitrogen and equipped with mechanical stirring. 110 ml, of acetonitrile were then added, followed by the dropwise addition of 32.54 g of methanesulfonic acid in about 20 minutes, maintaining the temperature below 40° C. Precipitation started after the addition of approximately 10% of the total amount of methanesulfonic acid. The thick suspension thus obtained was heated up to 75-80° C. and stirred for 30 min. The suspension was then cooled down to 10-15° C., stirred for at least 1 hour and filtered. The collected solid was washed with 3×20 mL of acetonitrile to yield 74.27 g of yellowish wet product (70.95 g of dry crude partial yield: 86.20%; 99.32% by HPLC).
Aufarbeitung
- customequipped with mechanical stirring
- temperaturemaintaining the temperature below 40° C
- customPrecipitation
- additionafter the addition of approximately 10% of the total amount of methanesulfonic acid
- customThe thick suspension thus obtained
- temperatureThe suspension was then cooled down to 10-15° C.
- stirringstirred for at least 1 hour
- filtrationfiltered
- washThe collected solid was washed with 3×20 mL of acetonitrile
Quellen und Nachweise
- ORD-Eintrag
- ord-e6f8efa5959744f6ae2200dca0083b17
- Quelldatensatz
- uspto-grants-2012_08
- Patentnummer
- US08236989B2
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