反应详情

温度

90 °C

(±)-2,4-Dichloro-5-(1-bromoethyl)-pyrimidine (0.20 g; 0.79 mmol) (from Example 1c supra), N,N-diisopropylethylamine (0.40 mL; 2.27 mmol) (Aldrich) and 2-chloro-5-methoxyaniline hydrochloride (0.15 g; 0.77 mmol) (Aldrich) were combined (neat) and heated in an oil bath at 90° C. for 16 hours. Upon cooling, the mixture was taken up in ethyl acetate and washed with water and then brine. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by flash chromatography (Biotage 40M; 5:95 to 15:85 ethyl acetate-hexanes gradient) gave (±)-(2-chloro-5-methoxy-phenyl)-[1-(2,4-dichloro-pyrimidin-5-yl)-ethyl]-amine. (Yield 0.12 g; 45.9%).

1. temperatureUpon cooling
2. washwashed with water
3. dry with materialThe organic phase was dried over anhydrous sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated
6. customPurification by flash chromatography (Biotage 40M; 5:95 to 15:85 ethyl acetate-hexanes gradient)