Potassium Carbonate → tert-Butyl {[4-(4-chloro-2-iodophenoxy)-3-cyanophenyl]sulfonyl}1,3-thiazol-4-ylcarbamate

HRID 46320

反応式

HRID 46320 の反応式
C(=O)([O-])[O-].[K+].[K+].[C:7]([C:9]1[CH:10]=[C:11]([S:16]([N:19]([C:27]2[N:28]=[CH:29][S:30][CH:31]=2)[C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])(=[O:18])=[O:17])[CH:12]=[CH:13][C:14]=1F)#[N:8].[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[C:35]([I:40])[CH:34]=1>CN(C)C=O.C(OCC)(=O)C>[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([O:39][C:14]2[CH:13]=[CH:12][C:11]([S:16]([N:19]([C:27]3[N:28]=[CH:29][S:30][CH:31]=3)[C:20](=[O:26])[O:21][C:22]([CH3:25])([CH3:24])[CH3:23])(=[O:18])=[O:17])=[CH:10][C:9]=2[C:7]#[N:8])=[C:35]([I:40])[CH:34]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 6202344-Chloro-2-iodophenolHCID 59436569tert-Butyl [(3-cyano-4-fluorophenyl)sulfonyl]1,3-thiazol-4-ylcarbamate

生成物 1

HCID 59436631tert-Butyl {[4-(4-chloro-2-iodophenoxy)-3-cyanophenyl]sulfonyl}1,3-thiazol-4-ylcarbamate収率 100%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a suspension of potassium carbonate (0.0549 g, 0.000397 mol) in N,N-dimethylformamide (3.0 mL) was added tert-butyl [(3-cyano-4-fluorophenyl)sulfonyl]1,3-thiazol-4-ylcarbamate (Preparation 250, 0.1004 g, 0.000167 mol) and stirred at room temperature under nitrogen for 10 minutes. 4-chloro-2-iodophenol (0.067 g, 0.000263 mol) was added and stirred at room temperature for 16 hours. The reaction was diluted with ethyl acetate (10.0 mL). The organic phase was washed saturated aqueous sodium chloride solution (2×10.0 mL), dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound as a yellow oil, 162 mg, 100% yield.

後処理

  1. stirringstirred at room temperature for 16 hours
  2. washThe organic phase was washed saturated aqueous sodium chloride solution (2×10.0 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2d80851a474a4ed9bbf24156d08c41b4
出典データセット
uspto-grants-2013_09
特許番号
US08541588B2

関連ノート

読み込み中…