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. 2021 Jul 15;64(15):10849–10877. doi: 10.1021/acs.jmedchem.0c02274

Scheme 8. Synthesis of the Imidazopyridine Hinge Binders.

Scheme 8

Reagents and conditions: (a) 4, Pd2(dba)3, XPhos, Cs2CO3, dioxane, H2O, 100 °C, 16 h; (b) CH(OMe)3, H3NSO3, MeOH, rt, 1 h; (c) aq LiOH, dioxane, 100 °C, 16 h, then aq HCl; (d) benzoic acid, CDI, DMF, 0 °C, 30 min, then 32, 200 °C, 10 min; (e) aq LiOH, dioxane, 100 °C, 16 h, then aq HCl.