Phosphorus oxychloride → 4-Chloro-6-(2-chloro-4-pyridyl)-2-methylthio-5-(3-(trifluoromethyl)-phenyl)pyrimidine

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Reaction Steps

6-(2-chloro-4-pyridyl)-3-methyl-2-methylthio-5-(3-(trifluoromethyl)-phenyl)-(3H)-pyrimidin-4-one (2.05 g, 5 mmol), POCl3 (3.05 g, 20 mmol), and diisopropylethylamine (2.58 g, 20 mmol) in a 50-ml r.b.flask with a stir bar was stirred at 120° C. for 16 h. The reaction was cooled to RT, 20 ml of EtOAc and 5 g of SiO2 gel were added into the cooled solution, then solvents were evaporated in vacuo at 40° C. The brown solid was placed on a cake of SiO2 gel (˜20 g) and washed by 200 ml of 30% EtOAc in hexane. The brown filtrate was evaporated in vacuo to give an oil product; MS m/z (M+H)+ 416.2. The crude intermediate was used in the next step directly.

Provenance & Evidence