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

HRID 524373ノート

反応式

HRID 524373 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-e4642b30c37e4205b8a28f1073c1f7fb
出典データセット
uspto-grants-2016_05
特許番号
US09340528B2

反応ノート

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