Synthesis
Step 1: Synthesis of ethyl 4-bromo-3,5-diethoxybenzoate: 4-bromo-3,5-dihydroxybenzoic acid (2.0 g, 8.6 mmol), ethyl iodide (6.7 g, 43.0 mmol), and potassium carbonate (5.9 g, 43.0 mmol) were dissolved in N,N-dimethylformamide (20 mL), and the reaction was stirred at 50 °C overnight. Upon completion of the reaction, a standard water/ethyl acetate extraction post-treatment was performed to afford the target product ethyl 4-bromo-3,5-diethoxybenzoate (2.5 g, 93% yield).
References
[1] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 11, p. 1082 - 1087
[2] Patent: WO2012/9227, 2012, A1. Location in patent: Page/Page column 51
[3] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 15, p. 4175 - 4193
[4] Patent: WO2010/56717, 2010, A1. Location in patent: Page/Page column 39; 40
[5] Patent: WO2010/129729, 2010, A1. Location in patent: Page/Page column 43-44
