Methylamine → N-methyl-4-(pyridin-2-yl)but-3-yn-1-amine
반응식
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]=1참가 물질
3
반응 조건
- 온도
- 45 °C
실험 절차
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 hours under 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
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-cad64ee4a0524c85a4b2b7bc62bf7c84
- 출처 데이터셋
- uspto-grants-2014_11
- 특허 번호
- US08883826B2
반응 노트
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