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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis of Sildenafil Citrate and Process Related Impurities

Author(s): Indukuri V.S. Kumar, Gorantla S. Ramanjaneyulu and Vurimindi H. Bindu

Volume 8 , Issue 9 , 2011

Page: [668 - 673] Pages: 6

DOI: 10.2174/157017811799304304

Price: $65


Synthesis of Sildenafil by the O-alkylation of 5-[2-hydroxy-5-(4-methylpiperazin-1-ylsulphonyl)phenyl]-1- methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo-[4,3-d]pyrimidin-7-one 8 proved difficult because concomitant alkylation of the pyrimidine moity also occurred. The selective O-alkylation was carried by DCC assisted decarboxilative etherification of the carbonate 9.

Keywords: Decarboxilative etherification, sildenafil citrate, process impurities, piperazine, cyclic guanosine monophosphate, phenol, O-alkylation, silica gel, chromatography, alkylarylcarbonates

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