Réaction #159639

Équation de réaction

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

→

title compound ( D98 )

Rendement 108.0%

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

Rendement 108.0%

Solvants

methanol

NaOH

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was heated
2. 2
   Températureunder reflux overnight
3. 3
   Concentrationthe mixture was concentrated in vacuo
4. 4
   workup.ADDITIONThe residue was diluted with water (10 ml)
5. 5
   Extractionthe resulting mixture was extracted with ethyl acetate (2×10 ml)
6. 6
   LavageThe organic solution was washed with brine (20 ml)
7. 7
   Séchagedried over Na2SO4
8. 8
   Autreevaporated in vacuo

Mode opératoire

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.

Source