反应详情

温度

110 °C

A suspension of 8-(3-methoxyphenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine (0.150 g, 0.625 mmol, 1 equiv), 4-bromo-2-methylpyridine (0.160 g, 0.935 mmol, 1.5 equiv), tris(dibenzylideneacetone)dipalladium (0) (27.5 mg, 0.03 mmol, 0.05 equiv), sodium tert-butoxide (0.90 g, 0.94 mmol, 1.5 equiv), and 2,2′-bis[di(3,5-xylyl)phosphino]-1,1′-binaphthyl (38.9 mg, 0.625 mmol, 0.1 equiv) in toluene (2 mL) was purged with nitrogen for 15 min. The reaction mixture was heated at 110° C. by microwave for 10 min. The reaction mixture was diluted with ethyl acetate (50 mL) and filtered through celite. The filtrate was then washed with brine (3×20 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. Purification by preparative HPLC afforded 8-(3-methoxyphenyl)-N-(2-methylpyridin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine (80 mg, 39%). LCMS (ESI) m/z: 332.1; 1H NMR (400 MHz, DMSO-d6) δ: 10.45 (br s, 1 H), 8.81 (dd, J=6.4, 0.8 Hz, 1 H), 8.23 (d, J=6.0 Hz, 1 H), 7.88 (dd, J=6.8, 0.8 Hz, 1 H), 7.74 (s, 1 H), 7.64 (d, J=8.0 Hz, 1 H), 7.57 (s, 1 H), 7.54 (dd, J=6.0, 2.0 Hz, 1 H), 7.41 (t, J=8.0 Hz, 1 H), 7.15 (t, J=6.8 Hz, 1 H), 7.00 (dd, J=8.0, 2.4 Hz, 1 H), 3.83 (s, 3 H), 2.42 (s, 3 H).

1. customwas purged with nitrogen for 15 min
2. additionThe reaction mixture was diluted with ethyl acetate (50 mL)
3. filtrationfiltered through celite
4. washThe filtrate was then washed with brine (3×20 mL)
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customPurification by preparative HPLC