Potassium Iodide → Ethyl 2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylate

HRID 427503ノート

反応式

HRID 427503 の反応式
[NH2:1][C:2]1[C:3]2[N:4]([C:13]([CH3:17])=[C:14]([CH3:16])[N:15]=2)[CH:5]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:7]=1.[CH2:18]([C:20]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[C:21]=1[CH2:22]Cl)[CH3:19].C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>CC(C)=O>[CH3:16][C:14]1[N:15]=[C:3]2[C:2]([NH:1][CH2:22][C:21]3[C:24]([CH3:28])=[CH:25][CH:26]=[CH:27][C:20]=3[CH2:18][CH3:19])=[CH:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:5][N:4]2[C:13]=1[CH3:17]

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 9942738Ethyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylateHCID 121489182-Ethyl-6-methylbenzyl chloride

生成物 1

HCID 11003040Ethyl 2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylate収率 10.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Ethyl 8-amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylate (0.7 g, 3.0 mmol), 2-ethyl-6-methylbenzylchloride (0.5 g, 3.0 mmol), sodium carbonate (0.64 g, 6.0 mmol) and a cat. amount of potassium iodide were added to acetone (50 ml) and were refluxed for 20 h. Following filtration, the acetone was evaporated under reduced pressure to give an oil. The oily product was purified by column chromatography on silica gel using diethyl ether:petroleum ether (1:1) as eluent to give 0.12 g (9%) of the title product.

後処理

  1. temperaturewere refluxed for 20 h
  2. filtrationfiltration
  3. customthe acetone was evaporated under reduced pressure
  4. customto give an oil
  5. customThe oily product was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-6f4e1cba572b47c482973da9947818ce
出典データセット
uspto-grants-2001_11
特許番号
US06313137B1

反応ノート

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