Scheme 7. Formation of the JQ1-based heterobifunctional molecules. (a) Synthetic route to 11a using a Boc protecting group. (b) One-pot protecting group free synthesis of JQ1-pomalidomide heterobifunctional conjugates. Reactions performed on 0.1 mmol scale of 1, 1.2 eq. of diamine, 1.1 eq. of 9, 3.0 eq. of DIPEA, and 0.2 M concentration in DMSO. *First step performed at 50 °C.
