Hydrochloric Acid → 1-Hydroxybenzotriazole

Participants

Reaction Steps

H2O (196 mg, 1.4 mmol), methylamine.HCl (114 mg, 1.7 mmol), Hunig's base (1.58 ml, 9.1 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide.HCl (555 mg, 2.8 mmol) and (E)-3-(2-amino-5-chloro-3-pyridinyl)-2-propenoic acid.CF3CO2H (438 mg, 1.4 mmol) were combined in DMF (5 ml) and stirred at RT for 16 h. The reaction mixture was poured into water (50 ml), extracted with EtOAc (3×20 ml), and the combined organic extracts washed with saturated brine, dried over MgSO4, and concentrated to a yellow solid. Trituration with diethyl ether gave the title compound (198 mg, 0.9 mmol).

Provenance & Evidence