반응 #58482

반응 방정식

n-butyl lithium

2-dimethylamino-ethanol

2-chloropyridine

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

→

title product

수율 47.6%

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

수율 47.6%

용매

hexane

hexane

반응 조건

후처리

1. 1
   기타Quench the reaction mixture with water
2. 2
   추출extract twice with ethyl acetate
3. 3
   건조dry the organic layer with anhydrous sodium sulfate
4. 4
   기타evaporate the solvent
5. 5
   기타purify the residual product by chromatography on a silica gel column

실험 절차

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.

출처