反应详情

温度

105 °C

A mixture of 6-chloro-2-methylpyrimidin-4-amine (1.03 g, 7.17 mmol) (SynChem Inc,), 5-chloro-2-fluoropyridin-3-ylboronic acid (1.572 g, 8.97 mmol) (Combi-Blocks Inc.), PdCl2AmPhos (0.254 g, 0.359 mmol) and potassium acetate (2.11 g, 21.52 mmol) in 8 mL of dioxane, 1 mL of EtOH and 4 mL of water in a sealed glass tube was heated in a microwave at 105° C. for 45 min. Crude liquid chromatography/mass spectropscopy indicated the reaction was not completed. To the reaction mixture was added 83 mg of Pd(PPh3)4, 300 mg of 5-chloro-2-fluoropyridin-3-ylboronic acid and 0.3 mL of 2N Na2CO3. It was heated in a microwave at 115° C. for 20 min. The precipitated yellow solid was filtered, washed with 3 mL of 1 N NaOH, followed by 3 mL of water and 5 mL of EtOAc. The yellow crystalline solid was dried in a vacuum oven at 45° C. for 18 h to provide 6-(5-chloro-2-fluoropyridin-3-yl)-2-methylpyrimidin-4-amine (1.18 g, 68% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.59 (dd, J=8.4, 2.7 Hz, 1H), 8.40 (m, 1H), 7.08 (br, 2H), 6.82 (d, J=1.8Hz, 1H), 2.40 (s, 3H). m/z (ESI, positive ion) 238.9 (M+H)+.

1. temperatureIt was heated in a microwave at 115° C. for 20 min
2. filtrationThe precipitated yellow solid was filtered
3. washwashed with 3 mL of 1 N NaOH
4. customThe yellow crystalline solid was dried in a vacuum oven at 45° C. for 18 h