2,6-Lutidine → 11-(3-fluorophenyl)-9-methoxy-3,4-dihydro-2H-pyrido[1,2-b]isoquinoline-1,6-dione

반응식

[F:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][CH:20]=1)[C:5]([C:7]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:8]=1[C:9](Cl)=[O:10])=O.Cl.[NH:22]1[CH2:27][CH2:26][CH2:25][C:24](=[O:28])[CH2:23]1.N1C(C)=CC=CC=1C>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([C:5]2[C:7]3[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:8]=3[C:9](=[O:10])[N:22]3[CH2:27][CH2:26][CH2:25][C:24](=[O:28])[C:23]=23)[CH:18]=[CH:19][CH:20]=1

참가 물질

실험 절차

To a mixture of 2-(3-fluorobenzoyl)-4-methoxybenzoyl chloride (3.36 g) and piperidin-3-one hydrochloride (1.88 g) in 54 ml of toluene was added 2,6-lutidine (4.01 ml). The reaction was heated at reflux (3:10 pm) for 24 h, then partitioned between EtOAc and 400 mL of 1 N HCl. The aqueous solution was extracted twice more with EtOAc. The combined organic solutions were dried (MgSO4) and concentrated. Flash chromatography (40-100% EtOAc/hexanes) to gave the titled compound.