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. 2024 Mar 18;67(6):4707–4725. doi: 10.1021/acs.jmedchem.3c02308

Scheme 3. Synthesis of Compounds M4K2207 (21) and M4K2303 (22).

Scheme 3

Reagents and conditions: (a) Pd(dppf)Cl2, K2CO3, 1,4-dioxane/H2O, 100 °C, 24 h, 29%; (b) NaBH4, THF/MeOH, 0 °C to rt, 10 min, 62%; (c) NaH, DMF, 0 °C to rt, 1 h, 49%; (d) Pd(dppf)Cl2, K2CO3, 1,4-dioxane/H2O, 100 °C, 2 h, 82%; (e) RuPhos Pd G3, NaOtBu, 1,4-dioxane, 100 °C, 16 h; (f) TFA, DCM, rt, 1 h, 51% over two steps; (g) RuPhos Pd G3, NaOtBu, 1,4-dioxane, 100 °C, 16 h, 52%.