Benzoyl chloride → N-(1-(3-fluoro-4-methoxyphenyl)-5-oxopyrrolidin-3-yl)benzamide

반응식

[NH2:1][CH:2]1[CH2:6][N:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([F:15])[CH:8]=2)[C:4](=[O:16])[CH2:3]1.C([O-])([O-])=O.[K+].[K+].[C:23](Cl)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>C(Cl)Cl>[F:15][C:9]1[CH:8]=[C:7]([N:5]2[C:4](=[O:16])[CH2:3][CH:2]([NH:1][C:23](=[O:30])[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:6]2)[CH:12]=[CH:11][C:10]=1[O:13][CH3:14]

참가 물질

실험 절차

To a mixture of 4-amino-1-(3-fluoro-4-methoxyphenyl)-pyrrolidin-2-one (Step 2, 0.8 g, 3.57 mmol) and K2CO3 (0.99 g, 7.14 mmol) in 20 mL of CH2Cl2 was added benzoyl chloride (0.75 g, 5.35 mmol). The reaction was stirred at RT for 16 h. The solid in the reaction was removed by filtration and the filtrate was diluted with 20 mL of CH2Cl2. The resulted solution was washed with 20 mL of satd. NaHCO3 followed by 20 mL of brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography (30% to 100% EtOAc/hexane) to provide the title compound as a white solid. MS (ESI pos. ion) m/z: 329.4 (M+H). Calc'd Exact Mass for C18H17FN2O3: 328.34.