[1-(5-Iodo-8-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-cyclopropyl]-methanol (compound 308)(0.24 g, 0.07 mmol) was dissolved in DME (4.5 mL) and 1 M K2CO3 (1.4 mL). 5-CN-3-pyridinyl boronic acid (0.21 g, 1.4 mmol) was added followed by Pd(PPh3)4 (0.04 g, 0.035 mmol). The mixture was shaken at 80° C. for 18 h. Brine was added and aqueous phase was extracted with DCM (×3). The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by flash chromatography on silica using DCM:MeOH 99:1 as eluent. The impure product was suspended in 2-propanol and filtered to provide the title compound as a solid.
