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Synthesis of 3 H, 13 C, 2 H 3 , 15 N and 14 C‐labelled SCH 466036, a histamine 3 receptor antagonist
Author(s) -
Hesk D.,
Borges S.,
Dumpit R.,
Hendershot S.,
Koharski D.,
Lavey C.,
McNamara P.,
Voronin K.
Publication year - 2015
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.3261
Subject(s) - chemistry , yield (engineering) , carbon 14 , iodide , methyl iodide , iodine , radiochemistry , hydroxylamine , cyanide , medicinal chemistry , nuclear chemistry , organic chemistry , materials science , metallurgy , physics , quantum mechanics
The synthesis of [ 3 H]SCH 466036, [Me‐ 3 H 3 ]SCH 466036, [ 13 C, 2 H 3 , 15 N]SCH 466036 and [ 14 C]SCH 466036 is described. [ 3 H]SCH 466036 was prepared in two steps via Raney Ni‐catalysed exchange with tritiated water. [Me‐ 3 H 3 ]SCH 466036 was prepared in a single step from [ 3 H]methyl iodide in 45% yield. [ 13 C, 2 H 3 , 15 N]SCH 466036 was prepared in two steps from [ 15 N]hydroxylamine and [ 13 C, 2 H 3 ]methyl iodide with an overall yield of 16%. [ 14 C]SCH 466036 was prepared in seven steps from [ 14 C]potassium cyanide in an overall yield of 13%.