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Synthesis of the deuterated compounds diethyl‐4‐D‐pyridine‐2,6‐dicarboxylate and diethyl‐3,4,5‐D 3 ‐pyridine‐2,6‐dicarboxylate by catalytic reductive debromination
Author(s) -
Herdering Wilhelm,
Krüger HansJörg
Publication year - 1998
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(199804)41:4<301::aid-jlcr81>3.0.co;2-p
Subject(s) - chemistry , pyridine , dichloromethane , catalysis , solvent , deuterium , ethylene , medicinal chemistry , organic chemistry , diethyl carbonate , palladium , ethylene carbonate , physics , quantum mechanics , electrode , electrolyte
The synthesis of the mono‐ and trideutero compounds diethyl‐4‐D‐pyridine‐2,6‐dicarboxylate ( 4 ) and diethyl‐3,4,5‐D 3 ‐pyridine‐2,6‐dicarboxylate ( 5 ) was achieved under a deuterium gas atmosphere by reductive debromination of diethyl‐4‐bromopyridine‐2,6‐dicarboxylate ( 1 ) and diethyl‐3,4,5‐tribromopyridine‐2,6‐dicarboxylate ( 2 ), respectively, using palladium black as catalyst and dichloromethane as solvent. The deuterium incorporation at the specified positions exceeded 95%. © 1998 John Wiley & Sons, Ltd.