Process for the preparation of ibodutant (MEN15596) and related intermediates
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United States of America Patent
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Apr 30, 2013
Grant Date -
Mar 15, 2012
app pub date -
May 11, 2010
filing date -
May 21, 2009
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Abstract
This invention relates to a novel process for synthesizing the product ibodutant shown in the figure below, consisting of a small number of high-yield steps involving reagents and solvents with low environmental impact, characterized by the coupling of two portions, compounds (3) and (4), one of which (3) is synthesized by coupling of 6-methyl-2-benzo[b]thiophenecarboxylic acid (1) with 1-amino-alpha-alpha-cyclopentan carboxylic acid and subsequent cyclization with oxazolone, while the other, compound (4), is obtained from suitable highly selective functionalizations of 4-aminomethylpiperidine (2).
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