Reaktion #159639

Reaktionsgleichung

methyl 5-chloro-2-(2-phenylpyrrolidin-1-yl)nicotinate

→

title compound ( D98 )

Ausbeute 108.0%

5-chloro-2-(2-phenylpyrrolidin-1-yl)nicotinic acid

Ausbeute 108.0%

Lösungsmittel

methanol

NaOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturunder reflux overnight
3. 3
   Einengenthe mixture was concentrated in vacuo
4. 4
   workup.ADDITIONThe residue was diluted with water (10 ml)
5. 5
   Extraktionthe resulting mixture was extracted with ethyl acetate (2×10 ml)
6. 6
   WaschenThe organic solution was washed with brine (20 ml)
7. 7
   Trocknendried over Na2SO4
8. 8
   Sonstigeevaporated in vacuo

Vorschrift

To an ice cooled solution of methyl 5-chloro-2-(2-phenylpyrrolidin-1-yl)nicotinate (D72) (165 mg, 0.520 mmol) in methanol (10 ml), 10N NaOH (10 ml) was added. The mixture was heated under reflux overnight. After cooled to room temperature, the mixture was concentrated in vacuo. The residue was diluted with water (10 ml), acidified with 2.5N HCl (pH 1-2), and the resulting mixture was extracted with ethyl acetate (2×10 ml). The organic solution was washed with brine (20 ml), dried over Na2SO4 and evaporated in vacuo to afford the title compound (D98) (170 mg) as a red solid.

Quelle