Reagents and conditions: (a)
MeOH, H2SO4, reflux, 12 h; (b) KOAc, Pd(dppf)Cl2, bis(pinacolate)diboron, DCM, dioxane, 80 °C, overnight;
(c) H2, Pd/C 10%, EtOAc, RT, 12 h; (d) MeOH, H2SO4, reflux, 12 h; (e) NaOAc, Pd(dppf)Cl2 DCM,
dioxane, 125 °C, 12 h; (f) neat POCl3, reflux, 2 h.