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Water → HCID 57524406, 화합물

HRID 532115
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HRID 532115 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:28])[N:5]([C@@H:12]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([O:25]CC)[CH:19]=1)[CH2:13][S:14]([CH3:17])(=[O:16])=[O:15])[C:6]2=[O:11].[Al+3].[Cl-].[Cl-].[Cl-].O>C(Cl)Cl>[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:28])[N:5]([C@@H:12]([C:18]1[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([OH:25])[CH:19]=1)[CH2:13][S:14]([CH3:17])(=[O:16])=[O:15])[C:6]2=[O:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 57524404O-Demethyl-N-deacetyl apremilast

생성물 1

HCID 57524406HCID 57524406, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (S)-4-amino-2-[1-(3-ethoxy-4-hydroxy-phenyl)-2-methanesulfonyl-ethyl]-isoindole-1,3-dione (0.55 mmol) in anhydrous CH2Cl2 at room temperature, is added AlCl3 (2.2 mmol). After stirring for 1 hour, water is added. The product is extracted into CH2Cl2, and the organic extract is dried over MgSO4. The solvent is removed to afford crude (S)-4-amino-2-[1-(3,4-dihydroxy-phenyl)-2-methanesulfonyl-ethyl]-iso indole-1,3-d lone. The product is purified by column chromatography or recrystallization.

후처리

  1. extractionThe product is extracted into CH2Cl2
  2. extractionthe organic extract
  3. dry with materialis dried over MgSO4
  4. customThe solvent is removed
  5. customto afford crude (S)-4-amino-2-[1-(3,4-dihydroxy-phenyl)-2-methanesulfonyl-ethyl]-iso indole-1,3-d lone
  6. customThe product is purified by column chromatography or recrystallization

출처 및 근거

ORD 기록
ord-8d1b30719da54ebd8fd892163f2d63fe
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853175B2

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