Benzylamine → N-benzyl-4-[3-(morpholin-4-yl)quinoxalin-6-yl]-2-nitroaniline

HRID 524373노트

반응식

HRID 524373 반응식
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].F[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:31]=[C:30]3[C:25]([N:26]=[CH:27][C:28]([N:32]4[CH2:37][CH2:36][O:35][CH2:34][CH2:33]4)=[N:29]3)=[CH:24][CH:23]=2)=[CH:18][C:17]=1[N+:38]([O-:40])=[O:39]>CN(C=O)C.CCOC(C)=O>[CH2:1]([NH:8][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:31]=[C:30]3[C:25](=[CH:24][CH:23]=2)[N:26]=[CH:27][C:28]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[N:29]3)=[CH:18][C:17]=1[N+:38]([O-:40])=[O:39])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 670349977-(4-Fluoro-3-nitrophenyl)-2-(morpholin-4-yl)quinoxalin

생성물 1

HCID 67035007N-benzyl-4-[3-(morpholin-4-yl)quinoxalin-6-yl]-2-nitroaniline수율 94.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Benzylamine (336 mg, 3.1 mmol) and potassium carbonate (865 mg, 6.2 mmol) were added to a solution of 7-(4-fluoro-3-nitrophenyl)-2-(morpholin-4-yl)quinoxalin (1.1 g, 3.1 mmol) in DMF (100 mL). The mixture was stirred 24 h at room temperature and then diluted with EtOAc. The organic phase was washed with water and saturated aqueous sodium chloride solution, then dried over sodium sulphate. After filtration and subsequent removal of solvent, the residue was purified by chromatography (silica gel, Hexane/EtOAc: 20%->100% EtOAc) giving rise to 1.29 g (93%) of the desired product.

후처리

  1. washThe organic phase was washed with water and saturated aqueous sodium chloride solution
  2. dry with materialdried over sodium sulphate
  3. filtrationAfter filtration and subsequent removal of solvent
  4. customthe residue was purified by chromatography (silica gel, Hexane/EtOAc: 20%->100% EtOAc)

출처 및 근거

ORD 기록
ord-e4642b30c37e4205b8a28f1073c1f7fb
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340528B2

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