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Ethanol → 4-Amino-2-Ethyl-alpha-oxo-1-(phenylmethyl)-1H-indole-3-Acetamide

HRID 566689
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HRID 566689 반응식
[CH2:1]([C:3]1[N:4]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:5]2[C:10]([C:11]=1[C:12](=[O:16])[C:13]([NH2:15])=[O:14])=[C:9]([N+:17]([O-])=O)[CH:8]=[CH:7][CH:6]=2)[CH3:2].CCO>C1COCC1>[NH2:17][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[C:11]([C:12](=[O:16])[C:13]([NH2:15])=[O:14])=[C:3]([CH2:1][CH3:2])[N:4]2[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1
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참가 물질

4

반응물 2

HCID 702EthanolHCID 106416582-(1-Benzyl-2-ethyl-4-nitro-1H-indol-3-yl)-2-oxo-acetamide

생성물 1

HCID 107581224-Amino-2-Ethyl-alpha-oxo-1-(phenylmethyl)-1H-indole-3-Acetamide수율 30.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 6.0 g (17.1 mmol) of 2-Ethyl-4-Nitro-α-oxo-1-(phenylmethyl)-1H-indole-3-acetamide in 140 ml of 1:1 THF:EtOH containing 1.0 g of 5% Pt/BaSO4 was hydrogenated at room temperature and 60 psi (4.22 Kg/cm2) for four hours. The catalyst was filtered and the filtrate evaporated in vacuo. The residue was chromatographed over silica gel eluting with Hexane/50 to 100% EtOAC to give 1.66 g (30%) of 4-Amino-2-Ethyl-α-oxo-1-(phenylmethyl)-1H-indole-3-Acetamide melting at 140-144° C.

후처리

  1. customwas hydrogenated at room temperature
  2. filtrationThe catalyst was filtered
  3. customthe filtrate evaporated in vacuo
  4. customThe residue was chromatographed over silica gel eluting with Hexane/50 to 100% EtOAC

출처 및 근거

ORD 기록
ord-c06f8933af30452ba66a249143558ebb
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06175021B1

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