Reaktion #58482

Reaktionsgleichung

n-butyl lithium

2-dimethylamino-ethanol

2-chloropyridine

1-methyl-piperidine-4-carboxylic acid methoxy-methyl-amide

→

title product

Ausbeute 47.6%

2-Chloro-6-(1-methylpiperidin-4-ylcarbonyl) pyridine

Ausbeute 47.6%

Lösungsmittel

hexane

hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeQuench the reaction mixture with water
2. 2
   Extraktionextract twice with ethyl acetate
3. 3
   Trocknendry the organic layer with anhydrous sodium sulfate
4. 4
   Sonstigeevaporate the solvent
5. 5
   Sonstigepurify the residual product by chromatography on a silica gel column

Vorschrift

Add 2-chloropyridine (1 g, 8.8 mmole) to a mixture of n-butyl lithium (1.6 M in hexane) (22 mL, 35.2 mmole) and 2-dimethylamino-ethanol (1.56 g, 17.6 mmole) in hexane (20 mL at −78° C.) and stirred for 1 hour. Then add 1-methyl-piperidine-4-carboxylic acid methoxy-methyl-amide (3.2 g, 17.6 mmole) in hexane (5 mL) and stir the mixture for 1 hour. Quench the reaction mixture with water and extract twice with ethyl acetate, dry the organic layer with anhydrous sodium sulfate, evaporate the solvent and purify the residual product by chromatography on a silica gel column to give about 1 g of the title product.

Quelle