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An improved method for preparing tritium labeled fluoxetine
Author(s) -
Hsi Richard S. P.,
Stolle Wayne T.
Publication year - 1996
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/(sici)1099-1344(199612)38:12<1147::aid-jlcr926>3.0.co;2-r
Subject(s) - chemistry , hydrogenolysis , tritium , pyridine , catalysis , trifluoromethyl , oxygen , fluoxetine , medicinal chemistry , organic chemistry , radiochemistry , serotonin , biochemistry , physics , alkyl , receptor , nuclear physics
Palladium‐on‐charcoal catalyzed reduction of N‐methyl‐3‐(3‐bromo)phenyl‐3‐(4‐trifluoromethyl)phenoxypropylamine ( 1 ) with tritium gas produces a mixture of the debrominated product [ 3 H]fluoxetine ( 2 ) and N‐methyl‐3‐[3‐ 3 H]phenylpropylamine( 3 ), which results from cleavage of the benzylic carbon‐oxygen bond. Carrying out this reaction in the presence of pyridine eliminates hydrogenolysis and produces [ 3 H]fluoxetine as the sole product.