Scheme 1. Chemical synthesis of targeted compound FIPM and bromo precursor 1. a) 2-Iodopropane, Cs2CO3, DMF, room temperature (rt), 26 h; b) I2, K2CO3, CH3CN, rt, 4 h; c) trityl chloride, NaH, THF, 0 °C 0.5 h to rt, 25 h; d) (Bpin)2, [(COD)Ir(μ-OMe)]2, dtbpy, THF, 60 °C, 7 h; e) 5, K3PO4·nH2O, Pd(dppf)Cl2·CH2Cl2, DME, reflux, 3.5 h; f) TFA, H2O, CH2Cl2, rt, 6.5 h; g) 5, K2CO3, Pd(PPh3)4, 1,4-dioxane, H2O, 100 °C, 24 h; h) morpholine, Cs2CO3, XantPhos, Pd(OAc)2, dioxane, 100 °C, 4 h.
