Ethyl Acetate → N-(2-Bromo-pyridin-3-yl)-N-methyl-4-(4-trifluoromethoxy-phenoxy)-benzenesulfonamide

HRID 1716283ノート

反応式

HRID 1716283 の反応式
[Br:1][C:2]1[C:7]([N:8]([CH3:19])[S:9]([C:12]2[CH:17]=[CH:16][C:15](F)=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:6][CH:5]=[CH:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].[F:26][C:27]([F:37])([F:36])[O:28][C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1.CCOC(C)=O>CC(N(C)C)=O>[Br:1][C:2]1[C:7]([N:8]([CH3:19])[S:9]([C:12]2[CH:17]=[CH:16][C:15]([O:35][C:32]3[CH:33]=[CH:34][C:29]([O:28][C:27]([F:26])([F:36])[F:37])=[CH:30][CH:31]=3)=[CH:14][CH:13]=2)(=[O:11])=[O:10])=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 70015p-(Trifluoromethoxy)phenolHCID 86619935N-(2-Bromo-pyridin-3-yl)-4-fluoro-N-methyl-benzenesulfonamide

生成物 1

HCID 86619936N-(2-Bromo-pyridin-3-yl)-N-methyl-4-(4-trifluoromethoxy-phenoxy)-benzenesulfonamide

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
130 °C

実験手順

To a solution of N-(2-bromo-pyridin-3-yl)-4-fluoro-N-methyl-benzenesulfonamide (0.1 g, 0.28 mmol) from Step B in dimethylacetamide (2 ml) was added K2CO3 (0.08 g, 1.0 mmol) and 4-trifluoromethoxyphenol (0.051 g, 0.28 mmol). The mixture was microwaved/heated at 130° C. (PMAX 130 on CEM Reactor) for 15 minutes. The reaction mixture was diluted EtOAc and washed with saturated NaCl and water. The organic phase was dried over sodiumsulfate and concentrated. The crude was purified through chromatography (20-50% EtOAc in hexanes) MS 502.6 (M+H)+

後処理

  1. washwashed with saturated NaCl and water
  2. dry with materialThe organic phase was dried over sodiumsulfate
  3. concentrationconcentrated
  4. customThe crude was purified through chromatography (20-50% EtOAc in hexanes) MS 502.6

出典と根拠

ORDレコード
ord-e070c92851f64918bfe2c837a6236aa4
出典データセット
uspto-grants-2010_09
特許番号
US07803793B2

反応ノート

読み込み中…