Premium
The synthesis of isotopologues of AZD7307: A selective β 2 ‐adrenoreceptor agonist
Author(s) -
Kingston Lee P.,
Hickey Michael J.,
Elmore Charles S.
Publication year - 2019
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.3778
Subject(s) - chemistry , cyclohexylamine , yield (engineering) , isotopomers , isotopologue , chloroacetyl chloride , agonist , hydrochloride , organic chemistry , combinatorial chemistry , radiochemistry , chloride , receptor , biochemistry , materials science , molecule , metallurgy
A medicinal chemistry program to develop potent and selective LABA compounds required the synthesis of both carbon‐14 and stable‐isotope labelled materials. Carbon‐14 labelled AZD7307 was successfully synthesised in 6 steps from [14C]chloroacetyl chloride in an overall radiochemical yield of 10%. In addition, the synthetic route of a stable labelled isotopomer of AZD7307 is also described and synthesised in four linear steps from [13C6]cyclohexylamine hydrochloride in an overall yield of 12%.