反応式
[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH:18][C:19]3[C:20]([CH3:31])=[N:21][C:22]([N:25]4[CH2:29][CH2:28][O:27][C:26]4=[O:30])=[CH:23][CH:24]=3)(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:32])[O:4][N:3]=1.[CH3:33][C:34](N=C(N(C)C)N(C)C)([CH3:36])[CH3:35].BrCC(C)C>C(#N)C>[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([N:18]([C:19]3[C:20]([CH3:31])=[N:21][C:22]([N:25]4[CH2:29][CH2:28][O:27][C:26]4=[O:30])=[CH:23][CH:24]=3)[CH2:33][CH:34]([CH3:36])[CH3:35])(=[O:16])=[O:17])=[CH:11][CH:10]=2)=[C:5]([CH3:32])[O:4][N:3]=1参加物
反応物 3
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 80 °C
実験手順
To a solution of 4-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}-N-[2-methyl-6-(2-oxo-1,3-oxazolidin-3-yl)-3-pyridinyl]benzenesulfonamide (137 mg, 0.299 mmol) and N″-(1,1-dimethylethyl)-N,N,N′,N′-tetramethylguanidine (51 mg, 0.299 mmol) in acetonitrile (2 mL) was added 1-bromo-2-methylpropane (0.065 mL, 0.598 mmol). The reaction vessel was heated at 80° C. for 8 hours. The reaction mixture was then separated between ethyl acetate and saturated sodium bicarbonate solution. The organic phase was washed with brine, dried over magnesium sulphate then concentrated in vacuo. The crude was purified by flash silica (Si) chromatography (0-100% ethyl acetate-cyclohexane gradient) to give the title compound (100 mg) as a white foam. LCMS (2 min, formic) Rt 1.21 min, m/z (ES+) 515 (M+H).
後処理
- customThe reaction mixture was then separated between ethyl acetate and saturated sodium bicarbonate solution
- washThe organic phase was washed with brine
- dry with materialdried over magnesium sulphate
- concentrationthen concentrated in vacuo
- customThe crude was purified by flash silica (Si) chromatography (0-100% ethyl acetate-cyclohexane gradient)
出典と根拠
- ORDレコード
- ord-2c117536febd4baa93f9a05462516569
- 出典データセット
- uspto-grants-2016_01
- 特許番号
- US09242972B2
関連ノート
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