Sodium Bicarbonate → 3-Amino-6-(1H-indol-2-yl)phthalimide

HRID 20995노트

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HRID 20995 반응식
[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]2[N:14](C(OC(C)(C)C)=O)[C:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6].Cl.CO.C(=O)([O-])O.[Na+]>CO>[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([C:13]2[NH:14][C:15]3[C:20]([CH:21]=2)=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 21893726Hydrochloride methanolHCID 684928123-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimide

생성물 1

HCID 119996883-Amino-6-(1H-indol-2-yl)phthalimide수율 87.4%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

3-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimide (21.8 mg, 0.0578 mmol) was dissolved in methanol (2.2 mL), and the solution was added with 10% hydrogen chloride-methanol solution (2.2 mL), followed by stirring at 70° C. for 1.3 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution, 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 and the residue was purified by preparative thin-layer chromatography (chloroform/acetone=6/1, chloroform/methanol=12/1) to obtain Compound 1 (14 mg, yield 87%).

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
  5. customthe residue was purified by preparative thin-layer chromatography (chloroform/acetone=6/1, chloroform/methanol=12/1)

출처 및 근거

ORD 기록
ord-57ba0fe19a30487ba9d4f58357e5f778
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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