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. 2022 Jul 7;23(14):7535. doi: 10.3390/ijms23147535

Scheme 6.

Scheme 6

Reagents and conditions: (a) (1) SOCl2, reflux, (2) DIPEA, THF; (b) Pd/C (5%), H2, EtOAc: THF (1:1); (c) DIPEA, HATU, NH2OBn·HCl, DMF, room temperature; (d) LiOH, H2O: THF (1:1), room temperature; (e) (1) E3 ligase ligand-linker-NH2 53 (see Scheme S4.3 in Supplementary Materials), HATU, DIPEA, DMF; (2) H2, Pd/C (5%), MeOH. (f) (1) E3 ligase ligand-linker-NH2 53 (see Scheme S4.3 in Supplementary Materials), DIPEA, HATU, DMF; (2) H2, Pd/C (10%), MeOH.