Dimethylformamide → HCID 57974723、化合物

HRID 1864723ノート

反応式

HRID 1864723 の反応式
CN(C=O)C.[NH:6]1[CH:10]=[CH:9][N:8]=[C:7]1[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1.C(=O)([O-])[O-].[Na+].[Na+].[N+:23]([C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29]Cl)([O-:25])=[O:24]>O>[N+:23]([C:26]1[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=1)[CH2:29][N:6]1[CH:10]=[CH:9][N:8]=[C:7]1[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)([O-:25])=[O:24]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 12078alpha-Chloro-m-nitrotolueneHCID 3168174-(1H-Imidazol-2-yl)-pyridine

生成物 1

HCID 57974723HCID 57974723、化合物

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

DMF (20 mL) is added to 4-(1H-Imidazol-2-yl)-pyridine (930 mg, 6.4 mmol), sodium carbonate (1.92 g, 20 mmol), and 3-nitrobenzyl chloride (1.71 g, 10 mmol) and the mixture is warmed to 50° C. for 4 h. Water (100 mL) is added and the corresponding mixture is extracted with EtOAc (100 mL), dried over anhydrous sodium sulfate, and crude solution is concentrated under reduced pressure. The organics are dissolved in DCM and filtered through a plug of silica eluting first with DCM, and then washing with 20% MeOH:80% DCM to afford 4-[1-(3-Nitro-benzyl)-1H-imidazol-2-yl]-pyridine as an off-white solid.

後処理

  1. extractionthe corresponding mixture is extracted with EtOAc (100 mL)
  2. dry with materialdried over anhydrous sodium sulfate, and crude solution
  3. concentrationis concentrated under reduced pressure
  4. dissolutionThe organics are dissolved in DCM
  5. filtrationfiltered through a plug of silica eluting first with DCM
  6. washwashing with 20% MeOH

出典と根拠

ORDレコード
ord-8225807d2eca4f4dadf558460b50365f
出典データセット
uspto-grants-2009_12
特許番号
US07625931B2

反応ノート

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