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Synthesis of 14 C‐labelled 2‐aminopyridine
Author(s) -
Lenoir H. H. C.,
Janssen C. C. M.
Publication year - 1987
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.2580240202
Subject(s) - chemistry , 2 aminopyridine , pyridine , yield (engineering) , epichlorohydrin , high performance liquid chromatography , potassium , potassium cyanide , cyanide , organic chemistry , nuclear chemistry , radiochemistry , medicinal chemistry , chromatography , materials science , metallurgy
2‐Aminopyridine is a versatile building block in the preparation of certain heterocycles such as imidazo[1,2‐a]‐pyridines, pyrido[1,2‐a]‐pyrimidin‐ones and substituted derivatives there‐of. 14 C‐labelled 2‐aminopyridine was synthesized as follows: potassium‐[ 14 C]cyanide (I) was reacted with epichlorohydrin (II) to give 3‐hydroxy‐[1,5‐ 14 C 2 ]pyridine (IV) which was then reductively dehalogenated to the 2,6‐ 14 C 2 ‐labelled title compound (V) in 36 % overall chemical and radio‐chemical yield, based upon I. The product was radiochemically pure (99.1 %) according to high‐performance liquid chromatography and thin‐layer chromatography, and had a specific activity of 9.06 mCi/mmol.