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Synthesis and HPLC-purification of [77Br]TMC125-R165335 (etravirine), a new anti-HIV drug of the DAPY-NNRTI class

✍ Scribed by Bart De Spiegeleer; Filip Dumont; Kathelijne Peremans; Christian Burvenich; Lieven Van Vooren; Jan Rosier; Lieven Baert; Piet Wigerinck; Guido Slegers


Book ID
102367889
Publisher
John Wiley and Sons
Year
2006
Tongue
French
Weight
123 KB
Volume
49
Category
Article
ISSN
0022-2135

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✦ Synopsis


77

Br]TMC125-R165335 (etravirine) was synthesized for imaging studies by SPECT. Labelling was performed with bromine-77 by electrophilic substitution of the desbromo-precursor 4-{6-amino-2-[(4-cyanophenyl)amino]pyrimidin-4-yloxy}-3,5dimethylbenzenecarbonitrile using carrier-free 77 Br À and chloramine-T (CAT) as oxidizing agent. The reaction proceeded in 10 min at room temperature in aqueous DMSO as solvent. Purification was performed by HPLC, giving a chemically and radiochemically pure [ 77 Br]TMC125-R165335 (etravirine) in aqueous ethanol. A final radiolabelling yield of 50% is obtained.