Substituted benzylformamides are important intermediates in the synthesis of numerous biologically active compounds. Recently, we developed an accelerated procedure for the synthesis of benzylformamides. It was important to investigate if the procedure can be successfully applied for the synthesis of heterocyclic analogs of benzylformamides, for example N-(3-pyridylmethyl)formamide. The reaction was conducted on 10 mmol scale at 188�C. Column chromatography was used for the isolation of the products of the reaction. NMR-spectroscopy and elemental analysis were used to determine the structure of the products. The reaction was fully completed in 1 minute and produced N-(3-pyridylmethyl)-formamide in good yield. Two byproducts were isolated and their structures were determined. The first rapid synthesis of N-(3-pyridylmethyl)formamide has been developed. The new reaction opens the way for the fast synthesis of N-(3-pyridylmethyl)formamide and its derivatives in the laboratory practice and industry. The project is supported by NIH grant P20 RR016741 from the NCRR.

Rapid synthesis of <i>N</i>-(3-pyridylmethyl)formamide

247th National Meeting (2014)

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Rapid synthesis of N-(3-pyridylmethyl)formamide