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

HRID 339554

반응식

HRID 339554 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7b3f524f606a4c85802e103451f69231
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895313B2

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