2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline → N-{[2-chloro-4-fluoro-3-(trifluoromethyl)phenyl]methyl}-1-methyl-5-oxoprolinamide
反応式
[CH3:1][N:2]1[C:9](=[O:10])[CH2:8][CH2:7][C@H:3]1[C:4]([OH:6])=O.C(OC1C=CC2C(=CC=CC=2)N1C(OCC)=O)C.Cl.[Cl:30][C:31]1[C:36]([C:37]([F:40])([F:39])[F:38])=[C:35]([F:41])[CH:34]=[CH:33][C:32]=1[CH2:42][NH2:43].C(=O)([O-])O.[Na+]>ClCCl>[Cl:30][C:31]1[C:36]([C:37]([F:39])([F:40])[F:38])=[C:35]([F:41])[CH:34]=[CH:33][C:32]=1[CH2:42][NH:43][C:4](=[O:6])[C@@H:3]1[CH2:7][CH2:8][C:9](=[O:10])[N:2]1[CH3:1]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
実験手順
1-methyl-5-oxoproline (0.057 g, 0.4 mmol, prepared in a manner analogous to that described above for example 51) dissolved in dichloromethane (4 ml) and treated with 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline (0.104 g, 0.42 mmol). {[2-Chloro-4-fluoro-3-(trifluoromethyl)phenyl]methyl}amine hydrochloride (0.105 g, 0.4 mmol, prepared as described below) was then added and the mixture was stirred at room temperature for 4 hrs. The mixture was treated with saturated aqueous sodium hydrogen carbonate (10 ml) and stirred for 5 minutes. The organic phase was separated using a hydrophobic frit and then washed with 2N aqueous hydrogen chloride (2×10 ml). Evaporation of the organic phase then gave pure N-{[2-chloro-4-fluoro-3-(trifluoromethyl)phenyl]methyl}-1-methyl-5-oxoprolinamide (0.106 g).
後処理
- stirringstirred for 5 minutes
- customThe organic phase was separated
- washwashed with 2N aqueous hydrogen chloride (2×10 ml)
- customEvaporation of the organic phase
出典と根拠
- ORDレコード
- ord-b9f09487bd204bda86f9a49ff3643009
- 出典データセット
- uspto-grants-2011_11
- 特許番号
- US08048907B2
反応ノート
読み込み中…