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Synthesis of 3‐[[4‐(4‐[ 18 F] fluorophenyl)piperazin‐1‐yl]methyl]‐1 H ‐pyrrolo[2,3‐b]pyridine
Author(s) -
Eskola Olli,
Bergman Jörgen,
Lehikoinen Pertti,
Haaparanta Merja,
Grönroos Tove,
Forsback Sarita,
Solin Olof
Publication year - 2002
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.597
Subject(s) - chemistry , radiosynthesis , pyridine , yield (engineering) , electrophile , total synthesis , solvent , iodine , specific activity , catalysis , radiochemistry , medicinal chemistry , stereochemistry , in vivo , organic chemistry , enzyme , materials science , microbiology and biotechnology , metallurgy , biology
3‐[[4hyphen;(4‐[ 18 F]fluorophenyl)piperazin‐1‐yl] methyl] ‐1 H ‐pyrrolo[2,3‐b]pyridine, acandidate to image dopamine D 4 receptors, was synthesised via electrophilic fluorination of a trimethylstannyl precursor with high specific radioactivity [ 18 F]F 2 . The precursor was obtained by a facile four‐step synthetic approach; the trimethylstannyl leaving group was introduced by displacement of iodine utilising palladium catalysis and hexamethyldistannane in an inert solvent. The total radiosynthesis time was 50 min, including purification and formulation for injection. Decay corrected radiochemical yield was <1% as calculated from the amount of [ 18 F]F − produced. Specific radioactivity at the end of synthesis was 12.8–16.4 GBq/μmol. Radiochemical purity was 88–92%. Ex vivo studies in rats showed homogeneous distribution of radioactivity within rat brain. Copyright © 2002 John Wiley & Sons, Ltd.