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 1355659노트

반응식

HRID 1355659 반응식
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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-de43736401324176ab63ee47d4daa473
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586447B1

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