反応式
[CH3:1][N:2]1[CH2:15][CH2:14][C:5]2[NH:6][C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1.[H-].[Na+].[CH3:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([CH3:28])[CH2:27][O:26]2)=[CH:21][N:20]=1.O>CN(C=O)C.C(OCC)(=O)C>[CH3:1][N:2]1[CH2:15][CH2:14][C:5]2[N:6]([CH2:28][C:25]([C:22]3[CH:21]=[N:20][C:19]([CH3:18])=[CH:24][CH:23]=3)([OH:26])[CH3:27])[C:7]3[CH:8]=[CH:9][C:10]([CH3:13])=[CH:11][C:12]=3[C:4]=2[CH2:3]1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
A mixture of compound 2,3,4,5-tetrahydro-2,8-dimethyl-1H-pyrido[4,3-b]indole (1.5 g, 7.5 mmol, 1 equiv.) and NaH (252 mg, 10.5 mmol, 1.4 equiv) in 30 ml of DMF were heated to 120 C, 1 h. It was cooled to RT and compound 2-methyl-5-(2-methyloxiran-2-yl)pyridine (2.46 g, 16.5 mmol, 2.2 equiv) in 17 ml DMF was added dropwise over 12 min. The temperature was again raised to 120 deg C. and stirred for 3 h. The reaction mixture was cooled to RT and 5 ml of water was added to it, diluted with 700 ml of ethyl acetate and the organic part was washed with water (100 ml×3) and then with brine. It was dried over sodium sulphate and concentrated under vacuum. Column purified over 230-400 silica gel using a gradient of 10-20% methanol in ethyl acetate. Yield: 2.3 g (87%)
後処理
- temperaturewere heated to 120 C, 1 h
- temperatureThe temperature was again raised to 120 deg C
- temperatureThe reaction mixture was cooled to RT
- washthe organic part was washed with water (100 ml×3)
- dry with materialIt was dried over sodium sulphate
- concentrationconcentrated under vacuum
- customColumn purified over 230-400 silica gel using a gradient of 10-20% methanol in ethyl acetate
出典と根拠
- ORDレコード
- ord-8d965ec8dce5430c9bdc087f4644b5f3
- 出典データセット
- uspto-grants-2015_08
- 特許番号
- US09096591B2
関連ノート
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