The origin of a common compound about Isonicotinoyl chloride

With the rapid development of chemical substances, we look forward to future research findings about 14254-57-0.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 14254-57-0, name is Isonicotinoyl chloride, molecular formula is C6H4ClNO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Formula: C6H4ClNO

To a solution of N-methyl-4-pyridinamine (334 mg, 3.09 mmol) and isonicotinoyl chloride (550 mg, 3.09 mmol) dissolved in dichloromethane (31 ml), was added triethylamine (1.08 ml, 7.73 mmol) in one portion and the reaction was left stirring overnight at room temperature, until deemed complete by TLC. After 24 hours, NaOH (1M, 30 ml) was added and the layers mixed. The organic layer was further washed with NaOH (1M, 30 ml). The combined aqueous layers were extracted with dichloromethane (30 ml) and the combined organic layers washed with water (30 ml), dried (MgSO4) and the solvent removed in vacuo. The product was purified by flash column chromatography (SiO2; 100% dichloromethane 5% methanol in dichloromethane) to yield the title compound as a colourless solid (750 mg, 90%).

With the rapid development of chemical substances, we look forward to future research findings about 14254-57-0.

Reference:
Article; Fahs, Sara; Rowther, Farjana B.; Dennison, Sarah R.; Patil-Sen, Yogita; Warr, Tracy; Snape, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3430 – 3433;,
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