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Synthesis of H-3, C-13, H-2(3),N-15 and C-14-labelled SCH 466036, a histamine 3 receptor antagonist
Hesk, D., Borges, S., Dumpit, R., Hendershot, S., Koharski, D., Lavey, C., McNamara, P., & Voronin, K. (2015). Synthesis of H-3, C-13, H-2(3),N-15 and C-14-labelled SCH 466036, a histamine 3 receptor antagonist. Journal of Labelled Compounds and Radiopharmaceuticals, 58(2), 36-41. https://doi.org/10.1002/jlcr.3261
The synthesis of [H-3]SCH 466036, [Me-H-3(3)]SCH 466036, [C-13,H-2(3),N-15]SCH 466036 and [C-14]SCH 466036 is described. [H-3]SCH 466036 was prepared in two steps via Raney Ni-catalysed exchange with tritiated water. [Me-H-3(3)]SCH 466036 was prepared in a single step from [H-3]methyl iodide in 45% yield. [C-13,H-2(3),N-15]SCH 466036 was prepared in two steps from [N-15]hydroxylamine and [C-13,H-2(3)]methyl iodide with an overall yield of 16%. [C-14]SCH 466036 was prepared in seven steps from [C-14]potassium cyanide in an overall yield of 13%.
