Chloroacetone → 8-(2-Methylbenzylamino)-2-methylimidazo[1,2-a]pyridine

HRID 4296

Reaktionsgleichung

Reaktionsgleichung von HRID 4296
[NH2:1][C:2]1[C:7]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[CH2:18][C:19](=O)[CH3:20]>C(O)C>[CH3:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][NH:8][C:7]1[C:2]2[N:3]([CH:18]=[C:19]([CH3:20])[N:1]=2)[CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 6571ChloroacetoneHCID 138258912-Amino-3-(2-methylbenzylamino)pyridine

Produkt 1

HCID 201523218-(2-Methylbenzylamino)-2-methylimidazo[1,2-a]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2-amino-3-(2-methylbenzylamino)pyridine (3.25 g) and chloroacetone (1.26 ml) in ethanol (65 ml) was refluxed for 18 hours and then evaporated in vacuo. To the residue was added aqueous sodium bicarbonate solution and the mixture was extracted with methylene chloride. The extract was washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The oily residue was purified by column chromatography on silica gel (40 g) with a mixture of methylene chloride and ethyl acetate (10:1) as an eluent to give 8-(2-methylbenzylamino)-2-methylimidazo[1,2-a]pyridine (1.80 g).

Aufarbeitung

  1. customevaporated in vacuo
  2. additionTo the residue was added aqueous sodium bicarbonate solution
  3. extractionthe mixture was extracted with methylene chloride
  4. washThe extract was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe oily residue was purified by column chromatography on silica gel (40 g) with a mixture of methylene chloride and ethyl acetate (10:1) as an eluent

Quellen und Nachweise

ORD-Eintrag
ord-022e022fa6a34c4ca3ba0dec5c804a5d
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04725601

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