反应详情

温度

100 °C

A mixture of 7-chloro-1-[(dicyclopropylmethyl)amino]-5H-pyrido[4,3-b]indole-4-carboxamide (7.1 g, 20.0 mmol), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrimidin-2-ylamine (6.2 g, 28 mmol), Pd2(dba)3 (1.83 g, 2.0 mmol), tricyclohexylphosphine (1.4 g, 5.0 mmol), and K3PO4 (1.27 M in water, 53.8 mL, 68.3 mmol) in dioxane (400 mL) was purged with nitrogen for 20 min, heated to 100° C. for 4 h, cooled to room temperature, and concentrated. The residue was diluted with 50% brine, and extracted with EtOAc (×3). The combined organics were washed with brine, dried (sodium sulfate) and purified by flash chromatography to give the title compound as a white solid. 1H NMR (500 MHz, CD3SOCD3) δ 11.50 (s, 1H); 8.61 (s, 2H); 8.45 (s, 1H); 8.43 (d, 1H); 7.92 (s, 1H); 7.83 (br s, 1H); 7.49 (dd, 1H); 7.18 (br s, 1H); 6.78 (s, 2H); 6.51 (d, 1H); 3.63 (q, 1H); 1.38 (m, 2H); 0.51 (m, 2H); 0.36 (m, 6H). LRMS (APCI) calc'd for (C23H23N7O) [M+H]+, 414.2. found 414.1.

1. customwas purged with nitrogen for 20 min
2. temperaturecooled to room temperature
3. concentrationconcentrated
4. additionThe residue was diluted with 50% brine
5. extractionextracted with EtOAc (×3)
6. washThe combined organics were washed with brine
7. dry with materialdried (sodium sulfate)
8. custompurified by flash chromatography