Abstract
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
Letters in Organic Chemistry
Title: Synthesis of Sildenafil Citrate and Process Related Impurities
Volume: 8 Issue: 9
Author(s): Indukuri V.S. Kumar, Gorantla S. Ramanjaneyulu and Vurimindi H. Bindu
Affiliation:
Keywords: Decarboxilative etherification, sildenafil citrate, process impurities, piperazine, cyclic guanosine monophosphate, phenol, O-alkylation, silica gel, chromatography, alkylarylcarbonates
Abstract: 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.
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Cite this article as:
V.S. Kumar Indukuri, S. Ramanjaneyulu Gorantla and H. Bindu Vurimindi, Synthesis of Sildenafil Citrate and Process Related Impurities, Letters in Organic Chemistry 2011; 8 (9) . https://dx.doi.org/10.2174/157017811799304304
DOI https://dx.doi.org/10.2174/157017811799304304 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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