Methylamine → N-methyl-4-(pyridin-2-yl)but-3-yn-1-amine
反応式
CS(O[CH2:6][CH2:7][C:8]#[C:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)(=O)=O.[CH3:16][NH2:17]>>[CH3:16][NH:17][CH2:6][CH2:7][C:8]#[C:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1参加物
3
反応条件
- 温度
- 45 °C
実験手順
4-(Pyridin-2-yl)but-3-ynyl methanesulfonate (2.90 g, 12.87 mmol) was dissolved in methylamine 40% in aqueous solution (20 mL) and stirred for 3 hoursunder nitrogen at 45° C. The reaction mixture was cooled with ice, quenched with water and extracted with DCM. The organic phases were washed with brine, dried over MgSO4 and concentrated. The crude residue was purified over silicagel chromatography (prepacked 70 g silicagel column, DCM/MeOH: from 90/10 to 90/10 with 1% of TEA as eluent) to afford 817 mg N-methyl-4-(pyridin-2-yl)but-3-yn-1-amine (Yield: 39%) as a brown oil
後処理
- temperatureThe reaction mixture was cooled with ice
- customquenched with water
- extractionextracted with DCM
- washThe organic phases were washed with brine
- dry with materialdried over MgSO4
- concentrationconcentrated
- customThe crude residue was purified over silicagel chromatography (prepacked 70 g silicagel column, DCM/MeOH: from 90/10 to 90/10 with 1% of TEA as eluent)
出典と根拠
- ORDレコード
- ord-2731a3d1aaf443b09898200cf7bc2478
- 出典データセット
- uspto-grants-2014_03
- 特許番号
- US08674106B2
反応ノート
読み込み中…