N-[1-(1-naphthyl)ethyl]-formamide is an important intermediate in the synthesis of biologically active compounds, including calcimimetics (allosteric enhancers of calcium-sensing receptors).  Recently, we developed an accelerated procedure for the synthesis of formamides.  In this work, the accelerated procedure was applied for the synthesis of N-[1-(1-naphthyl)ethyl]-formamide.  The reaction was conducted on 10 mmol scale at 190-192�C.  Column chromatography was used for the isolation of the reaction products.  NMR-spectroscopy and elemental analysis were used to determine the structure of the products.   The reaction was fully completed in 5 minutes and produced N-[1-(1-naphthyl)ethyl]-formamide in good yield.  One by-product was isolated and its structure was determined.  The new reaction opens the way for the fast synthesis of N-[1-(1-naphthyl)ethyl]-formamide and its derivatives.   The project is supported by NIH grant P20 RR016741 from the NCRR and by the Great Plains Center for Community Research and Service as funded by the US Department of Education Grant Award P1 16Z100151

Rapid synthesis of N-[1-(1-naphthyl)ethyl] formamide

244th National Meeting (2012)

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