反应详情

The 2-(1-Boc-2-(R)-pyrrolidinyl)-5-chloro-6-bromo furo[3,2-b]pyridine (0.469 g, 1.2 mmol), obtained in Example 50a above, was dissolved in toluene (10 mL). 3-Aminophenyl boric acid (0.445 g, 2.87 mmol), Pd(O) tetrakis(tri-phenylphosphine) (0.04 g) and 2 M aqueous NaHCO3 (1.5 mL) were added to the solution. The mixture was refluxed for two days. The solvent was evaporated and the residue was chromatographed (silica gel; hexane/EtOAc, 5:1 to 2:1) to afford an oil (0.20 g, 41%). MS (CI/NH3) m/z: 414 (M+H)+ ; 1H NMR (CDCl3, 300 MHz) δ 1.34, 1.46 (s, 9H), 1.95-2.08 (m, 2H), 2.15 (m, 1H), 2.28 (m, 1H), 3.58-3.68 (m, 2H), 4.98, 5.10 (br s, 1H), 6.24 (m, 1H), 6.63 (s, 1H) 6.76 (d, J=9.3 Hz, 2H), 6.82 (d, J=9.3 Hz, 1H) 7.62 (s, 1H).

1. temperatureThe mixture was refluxed for two days
2. customThe solvent was evaporated
3. customthe residue was chromatographed (silica gel; hexane/EtOAc, 5:1 to 2:1)