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Radiosynthesis of [ 14 C]‐ and [ 3 H]‐robalzotan a selective 5‐HT 1a antagonist
Author(s) -
Werner Tom F.,
Sohn Daniel,
Johansson Rolf
Publication year - 2000
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(200004)43:5<437::aid-jlcr329>3.0.co;2-j
Subject(s) - chemistry , radiosynthesis , tritium , carbon 14 , nitrile , catalysis , hydrolysis , palladium , benzopyran , radiochemistry , medicinal chemistry , carboxylate , nuclear chemistry , organic chemistry , physics , microbiology and biotechnology , quantum mechanics , in vivo , nuclear physics , biology
The synthesis of tritium and carbon‐14 labeled robalzotan is described. Tritiated robalzotan 8 was obtained after catalytic hydrogenation of ( R )‐methyl 6‐bromo‐3‐( N , N ‐dicyclobutylamino)‐8‐fluoro‐3,4‐dihydro‐2 H ‐1‐benzopyran‐5‐carboxylate ( 7 ) with tritium gas using palladium as a catalyst. The corresponding carbon‐14 labeled compound 11 was obtained by cyanylation of ( R )‐3‐ N , N ‐dicyclobutylamino‐8‐fluoro‐5‐trifluoromethane‐sulfonyloxy‐3,4‐2 H ‐1‐benzopyran. The nitrile was subsequently hydrolyzed and converted to carbon‐14 labeled robalzotan. Copyright © 2000 John Wiley & Sons, Ltd.