Reaktion #1435725

ord-3548f248f23c401e85b4ee7b9c5386b4

Reaktionsgleichung

CCOC(=O)C(C(=O)OCC)c1c(F)cc(F)cc1F
diethyl (2,4,6-trifluorophenyl)malonate
Cl.Nc1ncc[nH]1
2-aminoimidazole hydrochloride
C1CCC2=NCCCN2CC1
DBU
CN(C)C=O
N,N-dimethylformamide
Oc1nc2nccn2c(O)c1-c1c(F)cc(F)cc1F
5,7-dihydroxy-6-(2,4,6-trifluorophenyl)imidazo[1,2-a]pyrimidine
Ausbeute 78.3%

Lösungsmittel

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool to room temperature
  2. 2
    EinengenThe separated water layer was concentrated
  3. 3
    workup.ADDITIONthe residue was diluted with water and conc. hydrochloric acid
  4. 4
    workup.ADDITIONwas added
  5. 5
    Temperaturunder ice-cooling
  6. 6
    SonstigeThe precipitation
  7. 7
    Filtrationwas filtered
  8. 8
    Sonstigedried

Vorschrift

A mixture of 2.90 g of diethyl (2,4,6-trifluorophenyl)malonate, 2.39 g of 2-aminoimidazole hydrochloride, 4.57 g of DBU and 10 ml of N,N-dimethylformamide was heated at 100° C. for 6 hours. After allowing the reaction mixture to cool to room temperature, chloroform and water were added thereto. The separated water layer was concentrated, the residue was diluted with water and conc. hydrochloric acid was added thereto under ice-cooling. The precipitation was filtered and dried to give 2.2 g of 5,7-dihydroxy-6-(2,4,6-trifluorophenyl)imidazo[1,2-a]pyrimidine.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07211545B2uspto-grants-2007_05