Reaktion #4392

ord-022e022fa6a34c4ca3ba0dec5c804a5d

Reaktionsgleichung

Cc1ccccc1CNc1cccnc1N
2-amino-3-(2-methylbenzylamino)pyridine
CC(=O)CCl
chloroacetone
Cc1cn2cccc(NCc3ccccc3C)c2n1
8-(2-methylbenzylamino)-2-methylimidazo[1,2-a]pyridine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeevaporated in vacuo
  2. 2
    workup.ADDITIONTo the residue was added aqueous sodium bicarbonate solution
  3. 3
    Extraktionthe mixture was extracted with methylene chloride
  4. 4
    WaschenThe extract was washed with brine
  5. 5
    Trocknendried over magnesium sulfate
  6. 6
    Sonstigeevaporated in vacuo
  7. 7
    SonstigeThe 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

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04725601uspto-grants-1988_02