反应详情

温度

160 °C

A mixture of tert-butyl {1-[4-(2-chloro-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-3-yl)phenyl]cyclobutyl}carbamate (291 mg, 0.500 mmol), 3-nitrophenyl boronic acid pinacol ester (187 mg, 0.750 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (35.4 mg, 0.0500 mmol) and 2M Na2CO3 (0.500 mL, 1.00 mmol) in DMF (4.00 mL) was heated at 160° C. under microwave irradiation for 1 hour under nitrogen. After cooling to room temperature, the mixture was diluted with EtOAc and washed with water (×3) and brine. The organic layer was dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel column chromatography (EtOAc/hexane=1:4→1:2) to afford desired product (289 mg, 96.2%) as yellow solid. 1HNMR (CDCl3) 400 MHz δ: 8.45 (s, 1H), 8.18 (d, J=7.8 Hz, 1H), 8.07-8.00 (m, 2H), 7.91-7.86 (m, 1H), 7.47-7.36 (m, 3H), 7.34-7.26 (m, 1H), 7.22-7.12 (m, 3H), 6.98 (d, J=7.3 Hz, 1H), 6.90-6.69 (m, 2H), 6.62 (dd, J=7.8, 4.6 Hz, 1H), 5.77-5.09 (m, 1H), 2.65-2.31 (m, 4H), 2.28-2.07 (m, 1H), 1.99-1.82 (m, 1H), 1.39 (br s, 9H).

1. temperatureAfter cooling to room temperature
2. washwashed with water (×3) and brine
3. dry with materialThe organic layer was dried over anhydrous Na2SO4
4. concentrationconcentrated
5. customThe residue was purified by silica gel column chromatography (EtOAc/hexane=1:4→1:2)