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Synthesis of the serotonin ligands, RS‐56532‐ 14 C and RS‐66331‐ 14 C from a common labelled intermediate
Author(s) -
Masjedizadeh Mohammad R.,
Parnes Howard
Publication year - 1993
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580330803
Subject(s) - chemistry , nitrile , nucleophile , electrophile , hydrolysis , sequence (biology) , serotonin , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , biochemistry , catalysis , receptor
Two approaches towards the synthesis of 3‐chloro‐4‐amino‐1,8‐naphthalic anhydride‐[ 14 C], which served as the common intermediate in the preparation of the two title compounds, are described. Although nucleophilic incorporation of the label via KCN was superior to an electrophilic sequence using CO 2 , the latter approach was adopted since the nitrile could not be hydrolyzed to the desired acid. The specific activities of RS‐56532‐ 14 C and RS‐66331‐ 14 C were 56.8 mCi/mmol and 53.7 mCi/mmol, respectively.