Preparation of the antioestrogenic compound N‐[methyl‐11C]‐toremifene for the study of oestrogen‐receptor positive tumors in vivo

Abstract
The synthesis of the antioestrogenic compound N‐[methyl‐11C]toremifene (N‐[methyl‐11C]‐(Z)‐2‐(4‐(4‐chloro‐1,2‐diphenyl‐1‐butenyl)‐ phenoxy)‐N,N‐dimethylethylamine) by alkylation with [11C]methyl iodide of the desmethyl precursor, generated in situ from the corresponding citrate with 2,2,6,6‐tetramethylpiperidine (TMP), is reported. The reaction product was purified with high performance liquid chromatography (HPLC) using either normal or reversed phase conditions. After solubilization by sonication in citric acid / propylene glycol / water the chemically and radiochemically pure product was obtained in 55–65 % radiochemical yield (decay corrected from [11C]methyl iodide) in 40–45 min after end of bombardment (EOB).

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