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Synthesis of 2,6‐dimethylbenzamide N‐(5‐methyl‐3‐isoxazolyl) (D2916) labelled with 14 C
Author(s) -
Azim Elmostafa,
Maurizis Jean Claude,
Dupuy Jean Michel,
Lepage Françis,
Veyre Annie,
Madelmont Jean Claude
Publication year - 1997
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(199711)39:11<955::aid-jlcr35>3.0.co;2-c
Subject(s) - chemistry , carbonation , isoxazole , yield (engineering) , barium carbonate , halide , medicinal chemistry , condensation , organic chemistry , nuclear chemistry , raw material , materials science , physics , metallurgy , thermodynamics
Carbonation of 2,6‐dimethyl phenyl lithium with 14 CO 2 afforded 2,6‐dimethylbenzoic acid, α‐ 14 C 2 which was transformed into 2,6‐dimethylbenzoic acid halide,α‐ 14 C 3 . Subsequent condensation of the latter compound with 3‐amino 5‐methyl isoxazole afforded 2,6‐dimethylbenzamide N‐(5‐methyl‐3‐isoxazolyl) (D2916) 4 (radiochemical 95% purity) in an overall yield of about 35% based on [ 14 C] barium carbonate. © 1998 John Wiley & Sons, Ltd.