反应详情

Add a solution of 2-methoxybenzylzinc chloride (8 mL, 0.5 M/THF) to a mixture of trifluoro-methanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester (1.0 g, 1.86 mmol), Bu4NI (2.1 g, 5.7 mmol), Pd(dba)2 (68 mg 0.12 mmol) and dppf (66 mg, 0.12 mmol) in NMP/THF (5 mL, 3:2). Heat the mixture to reflux for 2 h. Quench the reaction with water and dilute with CH2Cl2. Wash the organic phase with water and brine, dry over MgSO4, filter and concentrate. Load the crude product on an SCX cartridge, wash with MeOH and elute with 2M NH3/MeOH. Purify the resulting product by flash chromatography (0–5% (2M NH3/MeOH)/CH2Cl2) to afford [6-methoxy-2-(2-methoxy-benzyl)-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone (820 mg, 87%).

1. temperatureHeat the mixture
2. temperatureto reflux for 2 h
3. customQuench
4. customthe reaction with water
5. washWash the organic phase with water and brine
6. dry with materialdry over MgSO4
7. filtrationfilter
8. concentrationconcentrate
9. washLoad the crude product on an SCX cartridge, wash with MeOH
10. washelute with 2M NH3/MeOH
11. customPurify the resulting product by flash chromatography (0–5% (2M NH3/MeOH)/CH2Cl2)