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

HRID 1386078ノート

反応式

HRID 1386078 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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%)

後処理

  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

出典と根拠

ORDレコード
ord-6aff95fb3e074e4e861282946aa76817
出典データセット
uspto-grants-2001_07
特許番号
US06265415B1

反応ノート

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