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. Author manuscript; available in PMC: 2020 Jun 27.
Published in final edited form as: J Med Chem. 2019 Jun 12;62(12):5810–5831. doi: 10.1021/acs.jmedchem.9b00136

Scheme 4.

Scheme 4.

Synthesis of 3-alkynyl-5-(3,4-dimethoxyphenyl)-pyrrolo[2,3-b]pyridines 21a-f

Reagents and conditions. a) RC≡CH, Pd(PPh3)2Cl2, CuI, THF, Et3N, rt ; b) 3,4-dimethoxyphenylboronic acid, Pd(PPh3)4, K2CO3, H2O, dioxane, 105 °C.