Sodium Iodide → 2,3-Dimethyl-8-(2-ethyl-6-methylbenzyloxy)imidazo[1,2-a]pyridine

HRID 1386078노트

반응식

HRID 1386078 반응식
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([OH:10])=[CH:8][CH:7]=[CH:6][N:5]2[C:11]=1[CH3:12].[CH2:13]([C:15]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:16]=1[CH2:17]Cl)[CH3:14].[I-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([O:10][CH2:17][C:16]3[C:19]([CH3:23])=[CH:20][CH:21]=[CH:22][C:15]=3[CH2:13][CH3:14])=[CH:8][CH:7]=[CH:6][N:5]2[C:11]=1[CH3:12]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 121489182-Ethyl-6-methylbenzyl chlorideHCID 224679492,3-Dimethylimidazo[1,2-a]pyridin-8-ol

생성물 1

HCID 217173522,3-Dimethyl-8-(2-ethyl-6-methylbenzyloxy)imidazo[1,2-a]pyridine

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2,3-Dimethyl-8-hydroxyimidazo[1,2-a]pyridine (0.8 g, 5 mmol), 2-ethyl-6-methylbenzyl chloride, sodium iodide (0.25 g, 1.7 mmol) and sodium carbonate (1.2 g, 11 mmol) were added to acetone (40 ml) and the mixture was refluxed for 5 h. The acetone was evaporated and the residue was solved in methylene chloride and washed with water. The organic solvent was dried and was evaporated under reduced pressure. The residue was purified twice by column chromatography on silica gel using (a) methylene chloride: ethylacetate(1:2), (b) methylene chloride:ethylacetate(2:1), as eluent to give the title compound. (0.02 g, 1.4%)

후처리

  1. temperaturethe mixture was refluxed for 5 h
  2. customThe acetone was evaporated
  3. washwashed with water
  4. customThe organic solvent was dried
  5. customwas evaporated under reduced pressure
  6. customThe residue was purified twice by column chromatography on silica gel using (a) methylene chloride: ethylacetate(1:2), (b) methylene chloride:ethylacetate(2:1), as eluent

출처 및 근거

ORD 기록
ord-6aff95fb3e074e4e861282946aa76817
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265415B1

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