反应详情

温度

100 °C

To a solution of compound 140 (199 mg, 544 mop in dioxane (3 mL) were added pyridin-4-ylboronic acid (66.9 mg, 544 μmol), Pd2(dba)3 (24.9 mg, 27.2 μmol), tricyclohexylphosphine (15.3 mg, 54.4 μmol), and potassium phosphate (231 mg, 1.09 mmol) (in 1 mL of water). The reaction mixture was purged with N2 for 20 minutes and the reaction was heated at 100° C. degree for 18 hours. DCM was added to the reaction and the mixture was washed with water and brine. The organic layer was dried with sodium sulfate. The product was purified using Combiflash (DCM/methanol) followed by trituration with ethyl acetate to give compound 415 as a yellow solid (63 mg, 28%). 1H NMR (500 MHz, CD2Cl2) δ ppm 9.25 (1 H, s), 8.97-9.05 (2 H, m), 8.92 (1 H, s), 8.79 (2 H, d, J=6.1 Hz), 8.57 (1 H, d, J=5.1 Hz), 8.00-8.08 (3 H, m), 7.96 (1 H, dd, J=5.1, 1.2 Hz), 5.48 (1 H, quin, J=8.9 Hz), 2.48 (2 H, m), 2.20-2.28 (4 H, m), 1.95 (2 H, dddd, J=8.2, 4.5, 4.3, 4.2 Hz), 1.63 (2 H, br. s.); LCMS-ESI (POS), M/Z, M+1: Found 409.1, Calculated 409.2.

1. customThe reaction mixture was purged with N2 for 20 minutes
2. additionDCM was added to the reaction
3. washthe mixture was washed with water and brine
4. dry with materialThe organic layer was dried with sodium sulfate
5. customThe product was purified