N,N-Dimethylethylenediamine → 2-(2-Dimethylamino-ethyl)-5-nitro-2H-isoquinolin-1-one

HRID 1037758노트

반응식

HRID 1037758 반응식
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].[CH3:15][N:16]([CH3:20])[CH2:17][CH2:18][NH2:19]>CO>[CH3:15][N:16]([CH3:20])[CH2:17][CH2:18][N:19]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[C:9]1=[O:14]

참가 물질

4

반응물 2

HCID 66053N,N-DimethylethylenediamineHCID 100127605-nitro-1H-isochromen-1-one

생성물 1

HCID 595792672-(2-Dimethylamino-ethyl)-5-nitro-2H-isoquinolin-1-one수율 46.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

5-Nitro-isochromen-1-one (1.0 g, 5.2 mmol) and N,N-dimethyl-1,2-ethanediamine (4 g, 40 mmol) were refluxed in methanol (40 mL) for 1.5 hours. The volatiles were removed via rotovapor and the residue was purified via flash chromatography (12 of silica gel, 0-70% EtOAc/CH2Cl2 gradient) gave 2-(2-Dimethylamino-ethyl)-5-nitro-2H-isoquinolin-1-one as a yellow solid (1.4 g, 2.4 mmol, 46%).

후처리

  1. customThe volatiles were removed via rotovapor
  2. customthe residue was purified via flash chromatography (12 of silica gel, 0-70% EtOAc/CH2Cl2 gradient)

출처 및 근거

ORD 기록
ord-ad5007f8d2c24f1c87404450cb50a61b
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546579B2

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