21961-31-9

36138-28-0

21961-31-9

Step 2: Synthesis of methyl 3-amino-5-chlorobenzoate A dioxane solution (0.13 M) of methyl 3-chloro-5-nitrobenzoate (from Step 1) was placed in a reaction flask and SnCl2 (3.9 equiv) was added. The reaction mixture was stirred at 70 °C for 2 hours. After completion of the reaction, it was cooled to room temperature and EtOAc and saturated aqueous NaHCO3 solution was added. The reaction mixture was filtered to remove the precipitate formed. The aqueous phase was separated and extracted with EtOAc. All organic layers were combined and dried with anhydrous Na2SO4. Evaporation of the solvent under reduced pressure afforded the title compound methyl 3-amino-5-chlorobenzoate in 88% yield as a yellow solid. Mass spectrum (ES+) m/z 186,188 (M+H)+.