Efficient Synthesis of 3,5‐Dicarbamoyl‐1,4‐dihydropyridines from Pyridinium Salts: Key Molecules in Understanding NAD(P)+/NAD(P)H Pathways |
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| Authors: | Paolo Mellini Daniela De Vita Barbara Di Rienzo Salvatore La Rosa Alessandro Padova Luigi Scipione Silvano Tortorella Laura Friggeri |
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| Institution: | 1. Chimica e Tecnologie del Farmaco, Sapienza University of Rome, Rome, Italy;2. Siena Biotech SpA, Siena, Italy |
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| Abstract: | 3,5‐Dicarbamoyl‐1,4‐dihydropyridines were prepared in high yields using a green protocol by reduction of the corresponding pyridinium salts in aqueous buffered sodium dithionite solutions. The pH value is a fundamental parameter for the reduction step and depends on the nature of substituent groups at positions 1, 3, and 5 of the pyridinium salts. These 3,5‐dicarbamoyl dihydropyridines show a lower tendency towards oxidation and a higher stability than N‐benzyl‐3‐carbamoyl‐1,4‐dihydropyridine at low pH values. |
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