6-piperidin-1-ylnicotinonitrile synthesis

4synthesis methods

Product Name:6-piperidin-1-ylnicotinonitrile
CAS Number:501378-38-7
Molecular formula:C11H13N3
Molecular Weight:187.24

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3939-12-6 Synthesis

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Yield:501378-38-7 89%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide at 0 - 100;

Steps:

General Procedure A: SNAR

To a round bottom flask containing DMF was added 6-fluoronicotinonitrile (1 equiv), piperidine (1 equiv), and the mixture was cooled to 0 °C in a brine ice bath. Sodium hydride (1.5 equiv) was then added and the reaction was allowed to warm to roomtemperature, followed by heating to 100 °C until consumption of starting maerial was observed as monitored by TLC (2-4 hours). Upon cooling to room temperature, the mixture was diluted in ethyl acetate and extracted with brine solution. The organic layers were then collected and dried over anhydrous sodium sulfate. Concentration in vacuo afforded the crude product as an oil, which was then purified by column chromatography (10-35% ethyl acetate in hexanes).

References:

WO2020/154431,2020,A1 Location in patent:Paragraph 00289-00291; 00302-00303

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33252-28-7 Synthesis