Phosphorus oxychloride → 5-Chloro-7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine

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Reaction Steps

5-hydroxy-7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine (0.3 g, 0.76 mmol), POCl3 (0.459 g, 3 mmol), and diisopropylethylamine (0.387 g, 3 mmol) in a 50-ml r.b.flask with a stir bar was stirred at 120° C. overnight. The reaction solution was cooled to room temperature and 20 ml of EtOAc and 5 g of SiO2 gel were added into the cooled solution. The solvents were evaporated in vacuo at 40° C. The resulting brown solid was placed on a cake of SiO2 gel (˜20 g) and washed with 250 ml of EtOAc. The brown filtrate was evaporated in vacuo to give 5-chloro-7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine; MS m/z (M)+ 410; C17H8Cl2F3N5 requir. 410.2.

Provenance & Evidence