6-Bromo-1-(4-dimethylsulfamoyl-benzyl)-2-oxo-1,2-dihydro-indole-3,3-dicarboxylic acid di-tert-butyl ester → 4-(6-Bromo-2-oxo-2,3-dihydro-indol-1-ylmethyl)-n,n-dimethyl-benzenesulfonamide

HRID 1355659ノート

反応式

HRID 1355659 の反応式
C(OC([C:8]1(C(OC(C)(C)C)=O)[C:16]2[C:11](=[CH:12][C:13]([Br:17])=[CH:14][CH:15]=2)[N:10]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([S:25](=[O:30])(=[O:29])[N:26]([CH3:28])[CH3:27])=[CH:21][CH:20]=2)[C:9]1=[O:31])=O)(C)(C)C>FC(F)(F)C(O)=O>[Br:17][C:13]1[CH:12]=[C:11]2[C:16]([CH2:8][C:9](=[O:31])[N:10]2[CH2:18][C:19]2[CH:20]=[CH:21][C:22]([S:25]([N:26]([CH3:27])[CH3:28])(=[O:30])=[O:29])=[CH:23][CH:24]=2)=[CH:15][CH:14]=1

参加物

3

反応物 1

HCID 700321706-Bromo-1-(4-dimethylsulfamoyl-benzyl)-2-oxo-1,2-dihydro-indole-3,3-dicarboxylic acid di-tert-butyl ester

生成物 1

HCID 185077814-(6-Bromo-2-oxo-2,3-dihydro-indol-1-ylmethyl)-n,n-dimethyl-benzenesulfonamide収率 90.1%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

6-Bromo-1-(4-dimethylsulfamoyl-benzyl)-2-oxo-1,2-dihydro-indole-3,3-dicarboxylic acid di-tert-butyl ester (10.0 g, 16.4 mmol) was dissolved in 50 ml of trifluoroacetic acid (TFA) under an atmosphere of dry N2 and stirred overnight at ambient temperature. The reaction mixture was then concentrated under vacuum and partitioned between DCM and saturated aqueous sodium bicarbonate (NaHCO3). The DCM layer was then dried over MgSO4, filtered and concentrated under vacuum to give 6.05 g of the titled compound as a white solid.

後処理

  1. concentrationThe reaction mixture was then concentrated under vacuum
  2. custompartitioned between DCM and saturated aqueous sodium bicarbonate (NaHCO3)
  3. dry with materialThe DCM layer was then dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-de43736401324176ab63ee47d4daa473
出典データセット
uspto-grants-2003_07
特許番号
US06586447B1

反応ノート

読み込み中…