反应详情

温度

100 °C

7-Chloro-1-{[(1R)-1-cyclopropyl-2,2,2-trifluoroethyl]amino}-5H-pyrido[4,3-b]indole-4-carboxamide (8.36 g, 21.8 mmol) and 2-aminopyrimidine-5-boronic acid pinacol ester (7.73 g, 34.9 mmol) were placed in a flask. Pd2(dba)3 (2.0 g, 2.184 mmol), tricyclohexylphosphine (1.53 g, 5.46 mmol), dioxane (437 ml) and K3PO4 (1.25 M in water, 59.2 ml, 74.0 mmol) were added and the flask purged with N2 for 15 min. The reaction mixture was heated at 100° C. for 4 h, and cooled to room temperature. The mixture was diluted with EtOAc, washed with water and brine, dried (magnesium sulfate), and concentrated. Flash chromatography gave the title compound as a white solid. 1H NMR (600 MHz, CD3SOCD3) δ 11.64 (s, 1H); 8.62 (s, 2H); 8.54 (d, 1H); 8.52 (s, 1H); 7.97 (br s, 1H); 7.95 (d, 1H); 7.53 (dd, 1H); 7.30 (br s, 1H); 7.01 (d, 1H); 6.79 (s, 2H); 4.87 (m, 1H); 1.62 (m, 1H); 0.76 (m, 1H); 0.64 (m, 1H); 0.55 (m, 1H); 0.35 (m, 1H). LRMS (APCI) calc'd for (C21H18F3N7O) [M+H]+, 442.2. found 442.1.

1. customthe flask purged with N2 for 15 min
2. temperaturecooled to room temperature
3. additionThe mixture was diluted with EtOAc
4. washwashed with water and brine
5. dry with materialdried (magnesium sulfate)
6. concentrationconcentrated