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Syntheses de Methylpyridines Deuteriees
Author(s) -
Lautie MarieFrance,
Leygue Nadine
Publication year - 1991
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.2580290712
Subject(s) - chemistry , deuterium , yield (engineering) , acetic acid , alcohol , zinc , picoline , medicinal chemistry , methyl group , selective reduction , organic chemistry , nuclear chemistry , group (periodic table) , catalysis , pyridine , materials science , physics , quantum mechanics , metallurgy
Picolines and 2,6‐lutidines partially deuterated on the methyl group or fully deuterated have been prepared with high isotopic purity. Monodeuteration of the methyl group was obtained either by deuterolysis of lithiated derivatives or by reduction of CH 2 X group with Bu 3 SnD. Dideuteriomethyl compounds were synthesized by reduction of the corresponding esters with LiAlD 4 and conversion of the alcohol to chloromethyl derivatives which were finally reduced by an acetic acid‐zinc mixture. Exchanges with heavy water on platinum yield γ‐picoline‐D 7 and 2,6‐lutidine‐D 9 .