Réaction #4779

ord-f9e672f1e9b44c4186cfbb5036d7a208

Équation de réaction

Cc1nc(-c2ccccc2)nc(-c2cccc([N+](=O)[O-])c2)c1CBr
5-bromomethyl-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine
CN1CCNCC1
N-methylpiperazine
Cc1nc(-c2ccccc2)nc(-c2cccc([N+](=O)[O-])c2)c1CN1CCN(C)CC1
6-methyl-5-(4-methylpiperazin-1-ylmethyl)-4-(3-nitrophenyl)-2-phenylpyrimidine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas refluxed for 6 hours
  2. 2
    AutreAfter evaporating the solvent
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in chloroform
  4. 4
    Lavagewashed with saturated aqueous sodium chloride
  5. 5
    Séchagedried over magnesium sulfate
  6. 6
    AutreThe filtrate was evaporated under reduced pressure
  7. 7
    Lavageeluting with chloroform
  8. 8
    workup.ADDITIONThe fractions containing the object compound
  9. 9
    Concentrationconcentrated under reduced pressure
  10. 10
    AutreThe residue was recrystallized from diethyl ether

Mode opératoire

A mixture of 5-bromomethyl-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine (1.5 g), N-methylpiperazine (1.17 g) in isopropyl alcohol (15 ml) was refluxed for 6 hours. After evaporating the solvent, the residue was dissolved in chloroform, washed with saturated aqueous sodium chloride and dried over magnesium sulfate. The filtrate was evaporated under reduced pressure, and the residue was subjected to column chromatography on alumina (100 g) eluting with chloroform. The fractions containing the object compound were combined and concentrated under reduced pressure. The residue was recrystallized from diethyl ether to give 6-methyl-5-(4-methylpiperazin-1-ylmethyl)-4-(3-nitrophenyl)-2-phenylpyrimidine. (0.30 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04727073uspto-grants-1988_02