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. Author manuscript; available in PMC: 2022 Feb 18.
Published in final edited form as: J Med Chem. 2021 Sep 2;64(18):13487–13509. doi: 10.1021/acs.jmedchem.1c00900

Scheme 7. Synthesis of Enzalutamide- and Apalutamide-Based Degraders 47 and 48a.

Scheme 7.

aReaction conditions: (a) HCl (con.), MeOH, 90 °C, 4 h; (b) dichloromethane, HATU, DIPEA, rt, 0.5 h; (c) dichloromethane, TFA; and (d) 2-(2,6-dioxopiperidin-3-yl)-5-fluoroisoindoline-1,3-dione, DMF, DIPEA, 90 °C, 12 h.