反应详情

温度

85 °C

A mixture of tert-butyl (1S,2R)-2-(4-chloro-2-(2,4-dimethoxybenzyl)-7-fluoro-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate (100 mg, 0.182 mmol), 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine (53.4 mg, 0.219 mmol), sodium carbonate (48.3 mg, 0.455 mmol) and tetrakis(triphenylphosphine)palladium (21.05 mg, 0.018 mmol) in DME (1 mL) and H2O (0.333 mL) was stirred at 85° C. for 3 h. Following reaction, the mixture was filtered and the filtrate was diluted with EtOAc and H2O. The aqueous phase was extracted with EtOAc. The organic phases were combined, washed with brine, dried over MgSO4, and evaporated. The residue was purified by chromatography on SiO2 to give the title compound (53 mg, 46.1%). 1H NMR (500 MHz, CDCl3) δ ppm 1.17-2.03 (m, 17 H), 3.74-3.81 (m, 3 H), 3.84-3.89 (m, 3 H), 4.04 (br s, 1 H), 4.26 (br s, 2 H), 4.46 (br s, 1 H), 4.71 (br s, 2 H), 6.36-6.55 (m, 2 H), 6.83 (d, J=5.86 Hz, 1 H), 7.18-7.31 (m, 2 H), 8.42 (br s, 1 H), 8.47-8.57 (m, 1 H), 9.42 (br s, 1 H).

1. customreaction
2. filtrationthe mixture was filtered
3. additionthe filtrate was diluted with EtOAc and H2O
4. extractionThe aqueous phase was extracted with EtOAc
5. washwashed with brine
6. dry with materialdried over MgSO4
7. customevaporated
8. customThe residue was purified by chromatography on SiO2