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. Author manuscript; available in PMC: 2024 Feb 23.
Published in final edited form as: J Med Chem. 2023 Feb 7;66(4):2904–2917. doi: 10.1021/acs.jmedchem.2c01941

Scheme 3.

Scheme 3.

The synthesis of BRD4 degraders using achiral CRBN ligands. Reagents and conditions: (a) TFA/DCM, rt; (b) JQ-1 (carboxylic acid), HATU, DIPEA, DMF, rt, (a) and (b) total yield 86%; (c) 4-(N-Boc-amino)piperidine (or 4-(Aminoethyl)-1-N-Boc-piperidine), HATU, DIPEA, DMF, rt, yield 80%.