反应详情

To a solution of 6-ethoxy-4-methyl-quinoline (360 mg, 2.0 mmol) in THF at −78° C. add 1.5M lithium diisopropylamide (4.6 ml, 7.0 mmol) dropwise and stir for 1 hour. 6-Methyl-pyridine-2-carboxylic acid methoxy-methyl-amide (430 mg, 2.4 mmol) is then added, and the mixture stirred for 30 minutes at −78° C. before quenching with 1N HCl (5 ml). Neutralize with saturated aqueous NaHCO3 and extract with EtOAc (3×50 ml). The organic phase is then dried with MgSO4 and concentrated in vacuo. The crude product was chromatographed on silica gel (elute with 50/50 Hexane/EtOAc) to give 120 mg (20%) of the title compound. MS ES+ m/e 307.1 (M+1).

1. stirringthe mixture stirred for 30 minutes at −78° C.
2. custombefore quenching with 1N HCl (5 ml)
3. extractionNeutralize with saturated aqueous NaHCO3 and extract with EtOAc (3×50 ml)
4. dry with materialThe organic phase is then dried with MgSO4
5. concentrationconcentrated in vacuo
6. customThe crude product was chromatographed on silica gel (elute with 50/50 Hexane/EtOAc)