2-Amino-5-methylpyridine → 6-Methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine

HRID 339554

反応式

HRID 339554 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.Br[CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)=O.C(=O)(O)[O-].[Na+]>CCO>[CH3:8][C:5]1[CH:6]=[CH:7][C:2]2[N:3]([CH:10]=[C:11]([C:13]3[CH:14]=[CH:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=3)[N:1]=2)[CH:4]=1

参加物

5

反応物 3

HCID 153482-Amino-5-methylpyridineHCID 668402-Bromo-4'-nitroacetophenoneHCID 516892Sodium Bicarbonate

生成物 1

HCID 7499176-Methyl-2-(4-nitrophenyl)imidazo[1,2-a]pyridine収率 40.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2-amino-5-picoline (0.88 g, 8.19 mmol) and 2-bromo-4′-nitroacetophenone (2.0 g, 8.19 mmol) in EtOH (50 ml) was heated under reflux for 17 h. The reaction mixture was allowed to cool and sodium bicarbonate (840 mg, 9.99 mmol) was added and heating was continued for 18 h. On cooling to room temperature, the solvent was removed under reduced pressure and the residue was purified by flash chromatography (1:1 Hexane/EtOAc) to give the title compound (0.84 g, 40%) as a yellow solid.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 17 h
  3. temperatureto cool
  4. temperatureheating
  5. customthe solvent was removed under reduced pressure
  6. customthe residue was purified by flash chromatography (1:1 Hexane/EtOAc)

出典と根拠

ORDレコード
ord-7b3f524f606a4c85802e103451f69231
出典データセット
uspto-grants-2014_11
特許番号
US08895313B2

関連ノート

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