N,N'-Dimethylethylenediamine → HCID 89691128、化合物

HRID 2202878ノート

反応式

HRID 2202878 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][NH:11][C:10](=[O:14])[CH:9]=2)=[CH:4][CH:3]=1.Br[C:18]1[CH:19]=[CH:20][C:21]2[N:25]=[C:24]([CH2:26][CH:27]([CH3:29])[CH3:28])[N:23]([CH3:30])[C:22]=2[CH:31]=1.C(=O)([O-])[O-].[K+].[K+].CNCCNC>[Cu](I)I.O.CS(C)=O>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][N:11]([C:18]3[CH:19]=[CH:20][C:21]4[N:25]=[C:24]([CH2:26][CH:27]([CH3:28])[CH3:29])[N:23]([CH3:30])[C:22]=4[CH:31]=3)[C:10](=[O:14])[CH:9]=2)=[CH:4][CH:3]=1

参加物

8

反応物 4

HCID 8070N,N'-DimethylethylenediamineHCID 11430Potassium CarbonateHCID 21504713HCID 21504713、化合物HCID 574978644-[(4-Chlorophenyl)methoxy]pyridin-2(1H)-one

生成物 1

HCID 89691128HCID 89691128、化合物収率 11.2%

試薬・触媒・溶媒 3

HCID 83717Copper iodide触媒HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

A mixture of 4-((4-chlorobenzyl)oxy)pyridin-2(1H)-one (115 mg), 6-bromo-2-isobutyl-1-methyl-1H-benzimidazole (130 mg), potassium carbonate (202 mg), copper iodide (93 mg), N,N′-dimethylethylenediamine (0.052 ml) and DMSO (3 ml) was heated at 120° C. for 3 h under microwave irradiation. The mixture was poured into water and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The precipitate was collected by filtration, and washed with IPE and EtOAc to give the title compound (23 mg) as an off-white solid.

後処理

  1. extractionextracted with EtOAc
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with IPE and EtOAc

出典と根拠

ORDレコード
ord-6c853bbad04446e7a0d3827932cc1f9c
出典データセット
uspto-grants-2016_06
特許番号
US09365540B2

反応ノート

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