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

HRID 427503Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 427503
[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]

Komponenten

6

Edukt 4

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

Produkt 1

HCID 11003040Ethyl 2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylateAusbeute 10,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-6f4e1cba572b47c482973da9947818ce
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313137B1

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