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Synthesis of [ 15 N]t‐butylamine hydrochloride
Author(s) -
Zhang Yingdan,
Lin Chaojie,
Li Zhan,
Qin Liqiong,
Wen Hongliang
Publication year - 2010
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.1747
Subject(s) - chemistry , hydrogenolysis , hydrochloride , butylamine , acylation , ammonia , yield (engineering) , medicinal chemistry , chloride , organic chemistry , amine gas treating , catalysis , materials science , metallurgy
Abstract This report presents an efficient synthesis of [ 15 N]t‐butylamine hydrochloride. Acylation of [ 15 N]ammonia with pivaloyl chloride provided [ 15 N]pivalamide, this was converted to benzyl [ 15 N]N‐t‐butylcarbamate through a Hofmann rearrangement. Hydrogenolysis of benzyl [ 15 N]N‐t‐buylcarbamate and acidification afforded [ 15 N]t‐butylamine hydrochloride in an overall yield of 79.2% in four steps. Copyright © 2010 John Wiley & Sons, Ltd.