反応式
[NH2:1][C:2]1[C:11]([F:12])=[C:10](F)[C:9]([O:14][CH3:15])=[C:8]2[C:3]=1[C:4](=[O:23])[C:5]([C:20]([OH:22])=[O:21])=[C:6]([CH3:19])[N:7]2[CH:16]1[CH2:18][CH2:17]1.[N:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[NH:30][CH2:31][CH2:32][NH2:33].C(N(CC)CC)C.[NH4+].[Cl-]>CS(C)=O.O>[NH2:1][C:2]1[C:11]([F:12])=[C:10]([NH:33][CH2:32][CH2:31][NH:30][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][N:24]=2)[C:9]([O:14][CH3:15])=[C:8]2[C:3]=1[C:4](=[O:23])[C:5]([C:20]([OH:22])=[O:21])=[C:6]([CH3:19])[N:7]2[CH:16]1[CH2:17][CH2:18]1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
A solution of 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-2-methyl-4-oxoquinoline-3-carboxylic acid (140 mg, 0.432 mmol), N-2-pyridyl-1,2-ethanediamine (88.9 mg, 0.648 mmol) and triethylamine (0.0903 mL, 0.648 mmol) in DMSO (4 mL) was stirred at 100° C. for 2 h. To the reaction mixture, water and NH4Cl was added to neutralize and the suspension was stirred for 30 min. The crude product was extracted with EtOAc, washed with brine, dried over MgSO4 and the sovent was removed in vacuo. The crude product was purified by preparative thin layer chromatography (Hexane:EtOAc 1:4) to yield 5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-2-methyl-4-oxo-7-[2-(2-pyridylamino)ethylamino]quinoline-3-carboxylic acid (79.9 mg, 42%) as a yellow amorphous solid.
後処理
- extractionThe crude product was extracted with EtOAc
- washwashed with brine
- dry with materialdried over MgSO4
- customthe sovent was removed in vacuo
- customThe crude product was purified by preparative thin layer chromatography (Hexane:EtOAc 1:4)
出典と根拠
- ORDレコード
- ord-381aba9d66aa4c8bac901bfbe289bb89
- 出典データセット
- uspto-grants-2011_11
- 特許番号
- US08063221B2
関連ノート
読み込み中…