Water → 3-[4-(3-cyano-1-ethyl-5-methyl-2-pyrrolyl)benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine
反応式
[CH2:1]([S:3][C:4]1[NH:13][C:7]2=[N:8][CH:9]=[CH:10][C:11]([CH3:12])=[C:6]2[N:5]=1)[CH3:2].[H-].[Na+].[CH2:16]([N:18]1[C:22]([CH3:23])=[CH:21][CH2:20][C:19]1([C:26]1[CH:31]=[CH:30][C:29]([CH2:32]OS(C)(=O)=O)=[CH:28][CH:27]=1)C#N)[CH3:17].O.[CH3:39][N:40](C)C=O>>[C:39]([C:20]1[CH:21]=[C:22]([CH3:23])[N:18]([CH2:16][CH3:17])[C:19]=1[C:26]1[CH:27]=[CH:28][C:29]([CH2:32][N:13]2[C:7]3=[N:8][CH:9]=[CH:10][C:11]([CH3:12])=[C:6]3[N:5]=[C:4]2[S:3][CH2:1][CH3:2])=[CH:30][CH:31]=1)#[N:40]参加物
反応物 5
生成物 1
実験手順
To a solution of 2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine (3.00 g) in dimethylformamide (30 ml) was added sodium hydride (627 mg) portionwise at room temperature under nitrogen atmosphere. The mixture was stirred at room temperature for an hour. To the mixture was added a solution of 1-ethyl-2-(4-methanesulfonyloxymethyl phenyl)-5-methylpyrrole-2-carbonitrile (4.94 g) in dimethylformamide (50 ml). The reaction mixture was stirred at room temperature for 3 hours. Water was added therein, and extracted twice with ethyl acetate. The extracts were washed with water, dried over magnesium sulfate, and concentrated. The residue was purified by flash column chromatography eluted by n-hexane/ethyl acetate (1/1) to give 3-[4-(3-cyano-1-ethyl-5-methyl-2-pyrrolyl)benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine (1.52 g) as colorless oil.
後処理
- stirringThe reaction mixture was stirred at room temperature for 3 hours
- extractionextracted twice with ethyl acetate
- washThe extracts were washed with water
- dry with materialdried over magnesium sulfate
- concentrationconcentrated
- customThe residue was purified by flash column chromatography
- washeluted by n-hexane/ethyl acetate (1/1)
出典と根拠
- ORDレコード
- ord-e0a384cb3fad4317b991d049978b9923
- 出典データセット
- uspto-grants-1994_10
- 特許番号
- US05354759
反応ノート
読み込み中…