5-(aminomethyl)-2-fluorophenol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 3-Methyl-thiophene-2,5-dicarboxylic acid 2-methyl ester (220 mg, 1.10 mmol) in anhydrous DMF (10 mL) was added triethylamine (0.46 mL, 3.30 mmol), HBTU (0.63 g, 1.65 mmol), HOBT (178 mg, 1.32 mmol), and 5-Aminomethyl-2-fluoro-phenol (187 mg, 1.32 mmol). The mixture was stirred at room temperature 15 h, then quenched by pouring into EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by flash chromatography with 60-80% EtOAc in hexane to afford the desired product (0.3472 g, 98% yield). quenched by pouring into EtOAc The organic layer was washed with brine dried over Na2SO4 concentrated under reduced pressure The residue was purified by flash chromatography with 60-80% EtOAc in hexane