反応式
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][CH2:10][O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13].[Cl:19][C:20]1[CH:21]=[CH:22][C:23](/[C:28](/[C:36]2[CH:41]=[CH:40][C:39]([OH:42])=[C:38]([CH3:43])[CH:37]=2)=[CH:29]/[C@@H:30]2[NH:34][C:33](=[O:35])[CH2:32][CH2:31]2)=[N:24][C:25]=1[O:26][CH3:27].O>CN(C)C=O>[Si:12]([O:11][CH2:10][CH2:9][CH2:8][O:42][C:39]1[CH:40]=[CH:41][C:36](/[C:28](/[C:23]2[CH:22]=[CH:21][C:20]([Cl:19])=[C:25]([O:26][CH3:27])[N:24]=2)=[CH:29]\[C@@H:30]2[NH:34][C:33](=[O:35])[CH2:32][CH2:31]2)=[CH:37][C:38]=1[CH3:43])([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 65 °C
実験手順
Potassium carbonate (470 mg) and (3-bromopropoxy)-tert-butyldimethylsilane (600 μL) were sequentially added to a solution of (5R)-5-[(E)-2-(5-chloro-6-methoxypyridin-2-yl)-2-(4-hydroxy-3-methylphenyl)ethenyl]pyrrolidin-2-one obtained in Example 4-50(2) (610 mg) in N,N-dimethylformamide (10 mL), and the mixture was stirred at room temperature for 15 hours and at 65° C. for three hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:4→2:8) to give (5R)-5-[(E)-2-[4-(3-{[tert-butyl(dimethyl)silyl]oxy}propoxy)-3-methylphenyl]-2-(5-chloro-6-methoxypyridin-2-yl)ethenyl]pyrrolidin-2-one as a colorless amorphous (879 mg, 97%).
後処理
- extractionfollowed by extraction with ethyl acetate
- washThe organic layer was washed with brine
- dry with materialdried over anhydrous magnesium sulfate
- filtrationfiltered
- customThe solvent was then evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=6:4→2:8)
出典と根拠
- ORDレコード
- ord-f2fd243476544d9fba6c9ca993d151fa
- 出典データセット
- uspto-grants-2014_09
- 特許番号
- US08822503B2
関連ノート
読み込み中…