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Dimethylformamide → 2-t-Butoxycarbonyl-9-(2-oxo-propyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

HRID 2301091
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HRID 2301091 반응식
CN(C=[O:5])C.[C:6]([O:10][C:11]([N:13]1[CH2:25][CH2:24][C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:26][CH:27]=[CH2:28])[C:15]=2[CH2:14]1)=[O:12])([CH3:9])([CH3:8])[CH3:7]>[Pd](Cl)Cl.C(OCC)(=O)C>[C:6]([O:10][C:11]([N:13]1[CH2:25][CH2:24][C:23]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]([CH2:26][C:27](=[O:5])[CH3:28])[C:15]=2[CH2:14]1)=[O:12])([CH3:9])([CH3:8])[CH3:7]
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참가 물질

5

반응물 2

HCID 6228DimethylformamideHCID 108599292-t-Butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

생성물 1

HCID 183773662-t-Butoxycarbonyl-9-(2-oxo-propyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole수율 59%

시약·촉매·용매 2

HCID 24290Palladium Chloride촉매HCID 8857Ethyl Acetate용매

실험 절차

Palladium chloride (100 mg) and cupric chloride dihydrate (50 mg) were added to DMF solution (30 ml) of 2-t-butoxycarbonyl-9-allyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (1.90 g, 6.1 mmol) and stirred at room temperature for 18 hours. The reaction solution was mixed with ethyl acetate, washed with water and dried with anhydrous sodium sulfate, and then the solvent was removed by evaporation under a reduced pressure, the thus obtained residue was mixed with diisopropyl ether (20 ml) and the thus precipitated crystals were collected by filtration to obtain 1.17 g of the title compound (59% in yield).

후처리

  1. washwashed with water
  2. dry with materialdried with anhydrous sodium sulfate
  3. customthe solvent was removed by evaporation under a reduced pressure
  4. additionthe thus obtained residue was mixed with diisopropyl ether (20 ml)
  5. filtrationthe thus precipitated crystals were collected by filtration

출처 및 근거

ORD 기록
ord-ad67b9fa118c4d9e9ad44f503c34637d
출처 데이터셋
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06498251B1

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