反应详情

温度

80 °C

Add boron trifluoride etherate (0.30 mL, 1.00 mmol) to a sealed tube containing 2-bromo-1-(3-methoxy-pyridin-2-yl)-ethanone (231 mg, 1.00 mmol), 5-carbamoyl-pentanoic acid methyl ester (222 mg, 1.39 mmol), and THF (anhydrous, 3 mL). Flush with N2, seal, heat at 80° C. overnight. Partition between saturated aqueous NaHCO3 solution and 20% i-PrOH/CHCl3, separate layers. Extract from aqueous layer with 20% i-PrOH/CHCl3 (×3), dry combined organic layers with MgSO4 and concentrate. Adsorb on SiO2 and purify by flash chromatography on silica gel eluting with 1-3% methanol/CHCl3 to afford the title compound (97 mg, 33%). MS (IS) 291 (M+1)+.

1. customFlush with N2
2. customseal
3. customPartition between saturated aqueous NaHCO3 solution and 20% i-PrOH/CHCl3
4. customseparate layers
5. extractionExtract from aqueous layer with 20% i-PrOH/CHCl3 (×3)
6. dry with materialdry combined organic layers with MgSO4
7. concentrationconcentrate
8. custompurify by flash chromatography on silica gel eluting with 1-3% methanol/CHCl3