1245649-58-4

1162697-10-0

149-73-5

1245649-58-4

GENERAL STEPS: To a solution of trimethyl orthoformate (2 mL) of 5-bromo-N1-(tetrahydro-2H-pyran-4-yl)benzene-1,2-diamine (500 mg, 1.852 mmol) was added p-toluenesulfonic acid (TsOH, 15 mg, 0.0789 mmol). The reaction mixture was stirred at 100 °C for 12 hours. After completion of the reaction, the reaction mixture was extracted with dichloromethane (DCM), the organic layer was washed with water and then dried with anhydrous sodium sulfate. After filtration to remove the desiccant, the filtrate was concentrated and purified by column chromatography to give the crude product (201 mg, 38.53% yield).LCMS (m/z): 281.0, 283.0 ([M + H]+).