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Rac-{[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-yl]-isopropyl-amino}-acetic acid ethyl ester → Rac-{[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-yl]-isopropyl-amino}-acetic acid

HRID 556488
ノート
印刷プレビュー

反応式

HRID 556488 の反応式
C([O:3][C:4](=[O:29])[CH2:5][N:6]([C:10]1([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[C:18]2[C:13](=[CH:14][C:15]([Cl:19])=[CH:16][CH:17]=2)[NH:12][C:11]1=[O:20])[CH:7]([CH3:9])[CH3:8])C>CO.[OH-].[K+]>[Cl:19][C:15]1[CH:14]=[C:13]2[C:18]([C:10]([N:6]([CH2:5][C:4]([OH:29])=[O:3])[CH:7]([CH3:9])[CH3:8])([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=3)[C:11](=[O:20])[NH:12]2)=[CH:17][CH:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 57479121Rac-{[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-yl]-isopropyl-amino}-acetic acid ethyl ester

生成物 1

HCID 57479232Rac-{[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-yl]-isopropyl-amino}-acetic acid収率 75.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14797Potassium Hydroxide溶媒

実験手順

rac-{[6-Chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-isopropyl-amino}-acetic acid ethyl ester (4.5 g, 10.4 mmol) was dissolved in a mixture of MeOH and KOH aqueous solution. This mixed solution was refluxed overnight and then the solution was concentrated. The PH of water layer was adjusted to 5-6 and then the water layer was extracted with dichloromethane. The organic layer was dried, concentrated and purified by chromatography to obtain 3.2 g solid rac-{[6-Chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-isopropyl-amino}-acetic acid.

後処理

  1. temperatureThis mixed solution was refluxed overnight
  2. concentrationthe solution was concentrated
  3. extractionthe water layer was extracted with dichloromethane
  4. customThe organic layer was dried
  5. concentrationconcentrated
  6. custompurified by chromatography

出典と根拠

ORDレコード
ord-fe88c89212f544e7a9e2a5c08f29fba9
出典データセット
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08058269B2

反応ノート

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