反応式
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[C:22]([NH:25][C:26]1[CH:34]=[C:33]2[C:29]([CH2:30][C:31](=[O:35])[NH:32]2)=[CH:28][CH:27]=1)(=[O:24])[CH3:23].N1CCCCC1.C(OCC)(=O)C>C(O)C>[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)[CH:8]=[C:30]1[C:29]2[C:33](=[CH:34][C:26]([NH:25][C:22](=[O:24])[CH3:23])=[CH:27][CH:28]=2)[NH:32][C:31]1=[O:35])([CH3:4])([CH3:3])[CH3:2]参加物
実験手順
A mixture of 3-tert-butyl-4-(2-morpholin-4-ylethoxy)-benzaldehyde (0.25 g), 6-acetamido-2-oxindole (0.16 g) and piperidine (0.43 ml) in ethanol (3 ml) was held in a sealed tube at 100° C. for 12 hours. The reaction was cooled, added to ethyl acetate (250 ml), washed with 1N hydrochloric acid (100 ml) and brine (100 ml), dried with magnesium sulfate and concentrated. Some product went into the acid wash, so this was basified with solid sodium bicarbonate to pH 9 and extracted with ethyl acetate (2×150 ml). The organic layers were dried over magnesium sulfate, combined with the oil from the first crop of product and concentrated. Chromatography (silica, 40% ethyl acetate followed by 5-10% methanol/methylene chloride) afforded 100 mg 27%) of N-{3-[3-tert-butyl-4-(2-morpholin-4-ylethoxy)benzylidene]-2-oxo-2,3-dihydro-1H-indol-6-yl}-acetamide as a yellow solid.
後処理
- temperatureThe reaction was cooled
- washwashed with 1N hydrochloric acid (100 ml) and brine (100 ml)
- dry with materialdried with magnesium sulfate
- concentrationconcentrated
- washwash
- extractionextracted with ethyl acetate (2×150 ml)
- dry with materialThe organic layers were dried over magnesium sulfate
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-fb916b5ff72f4a27b77d636d5bd2c7dd
- 出典データセット
- uspto-grants-2003_03
- 特許番号
- US06531502B1
関連ノート
読み込み中…