Hydrochloric Acid → 4-Chloro-7-[1-(tert-butoxycarbonyl)-5-(carboxymethylaminomethyl)indol-2-yl]isoindolinone

HRID 21019노트

반응식

HRID 21019 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[C:13]3[C:18]([CH:19]=2)=[CH:17][C:16]([CH2:20][NH:21][CH2:22][C:23]([O:25]CC)=[O:24])=[CH:15][CH:14]=3)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:35].[OH-].[Li+].Cl>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([C:28]([O:30][C:31]([CH3:33])([CH3:32])[CH3:34])=[O:29])[C:13]3[C:18]([CH:19]=2)=[CH:17][C:16]([CH2:20][NH:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:15][CH:14]=3)=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:35]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 684889864-Chloro-7-[1-(tert-butoxycarbonyl)-5-(ethoxycarbonylmethylaminomethyl)indol-2-yl]isoindolinone

생성물 1

HCID 684921274-Chloro-7-[1-(tert-butoxycarbonyl)-5-(carboxymethylaminomethyl)indol-2-yl]isoindolinone수율 61%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4-Chloro-7-[1-(tert-butoxycarbonyl)-5-(ethoxycarbonylmethylaminomethyl)indol-2-yl]isoindolinone (43.4 mg) was dissolved in DMF (2 mL), and the solution was added with 4 mol/L aqueous lithium hydroxide solution (1 mL), followed by stirring at room temperature for 1 hour. The reaction mixture was added with 1 mol/L hydrochloric acid, extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain 4-chloro-7-[1-(tert-butoxycarbonyl)-5-(carboxymethylaminomethyl)indol-2-yl]isoindolinone (25.0 mg).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-778c1b77740246e6a4b8de52e93d39dd
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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