2-(Pyridin-4-yl)malonaldehyde → (S)-N-((3-(3-fluoro-4-(4-(pyridin-4-yl)-1H-pyrazol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
反応式
[F:1][C:2]1[CH:3]=[C:4]([N:10]2[CH2:14][C@H:13]([CH2:15][NH:16][C:17](=[O:19])[CH3:18])[O:12][C:11]2=[O:20])[CH:5]=[CH:6][C:7]=1[NH:8][NH2:9].[CH:21]1[C:26]([CH:27]([CH:30]=O)[CH:28]=O)=[CH:25][CH:24]=[N:23][CH:22]=1>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([N:10]2[CH2:14][C@H:13]([CH2:15][NH:16][C:17](=[O:19])[CH3:18])[O:12][C:11]2=[O:20])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:30]=[C:27]([C:26]2[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=2)[CH:28]=[N:9]1参加物
4
実験手順
100 mg (0.354 mmol) of (S)—N-{[3-(3-fluoro-4-hydrazinophenyl)-2-oxooxazolidin-5-yl]methyl}-acetamide and 52.8 mg (0.354 mmol) of 2-(4-pyridyl)malondialdehyde were combined with 5 mL ethanol as a solvent. Then, the resultant mixture was slowly heated to reflux, thereby the solid was substantially dissolved. TLC monitoring was performed to determine completion of the reaction. Then, the resultant mixture was cooled to room temperature and vacuum filtered to afford the product (13a) as a light yellow solid, with a yield of 66.3%, melting point: 203.8-205.0° C., HPLC: 99.97%.