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Synthesis of [2‐ 14 C] fantofarone or 1‐[4‐[3‐N‐methyl N‐[3,4‐dimethyl β‐phenethyl] amino propyloxy] benzene sulfonyl]‐2‐isopropyl [2‐ 14 C] indolizine
Author(s) -
Pointeau P.,
Berger Y.
Publication year - 1994
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.2580341104
Subject(s) - chemistry , isopropyl , bromide , medicinal chemistry , diazomethane , yield (engineering) , sodium ethoxide , carbonation , indolizine , hydrogen bromide , organic chemistry , bromine , ethanol , materials science , metallurgy
Sodium [1‐ 14 C] isobutyrate: 1 was obtained by carbonation of isopropyl magnesium bromide with 14 CO 2 . From: 1 [1‐ 14 C] isobutyryl chloride: 3 was prepared, which through the successive actions of diazomethane and hydrogen bromide gave rise to 1‐bromo 3 methyl [2‐ 14 C] 2‐butanone: 5 . The latter lead to the indolizine: 6 which by a route patterned after that used to make unlabelled Fantofarone gave the [2‐ 14 C‐indolizyl] Fantofarone: 8 (specific radioactivity: 58.2 mCi/mMole) overall yield 9.9% based on [ 14 C] BaCO 3 .