The synthesis of isotopologues of AZD7307: A selective β 2 ‐adrenoreceptor agonist | Zendy

Kingston Lee P. | Zendy; Hickey Michael J. | Zendy; Elmore Charles S. | Zendy

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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%.

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