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Water → 7-(Cyclopentylamino)-2-phenyl-1H-indole-5-carboxylic acid

HRID 2089587
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HRID 2089587 반응식
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[C:13]([NH:15][CH:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)[CH:14]=1)[NH:11][C:10]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[CH:9]2)=[O:5])C.O.[OH-].[Na+]>CO>[CH:16]1([NH:15][C:13]2[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[C:8]3[C:12]=2[NH:11][C:10]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[CH:9]3)[CH2:17][CH2:18][CH2:19][CH2:20]1
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참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 252139517-(Cyclopentyl)amino-2-phenyl-1H-indole-5-carboxylic acid ethyl ester

생성물 1

HCID 252141807-(Cyclopentylamino)-2-phenyl-1H-indole-5-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

7-(Cyclopentyl)amino-2-phenyl-1H-indole-5-carboxylic acid ethyl ester (5 g, 14.3 mmol) prepared in Example 28 was added to a solvent mixture of MeOH (20 mL) and water (20 mL). NaOH (1.3 g, 33.8 mmol) was added thereto, and the mixture was stirred for 4 h at room temperature. After completion of the reaction, MeOH was removed under reduced pressure, and 1N HCl was added to the residue. The resulting mixture was extracted with EtOAc, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was recrystallized from EtOAc and n-Hex to give the title compound.

후처리

  1. customwas removed under reduced pressure, and 1N HCl
  2. additionwas added to the residue
  3. extractionThe resulting mixture was extracted with EtOAc
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was recrystallized from EtOAc and n-Hex

출처 및 근거

ORD 기록
ord-5efedb6bf52f42b5b0d6805cfa677af1
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08436038B2

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