Réaction #2161255

ord-721dd9feeb6843cf82e5f636be6397c1

Équation de réaction

O=C=Nc1ccc(OC(F)(F)F)cc1
4-(trifluoromethoxy)phenyl isocyanate
CCOC(=O)c1nc(N)cn1C
ethyl 4-amino-1-methyl-1H-imidazole-2-carboxylate
CCOC(=O)c1nc(NC(=O)Nc2ccc(OC(F)(F)F)cc2)cn1C
Ethyl 1-methyl-4-[({[4-(trifluoromethoxy)phenyl]amino}carbonyl)amino]-1H-imidazole-2-carboxylate

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autresynthesis in analogy to Example 4A step 3
  2. 2
    FiltrationThe reaction mixture is filtered
  3. 3
    Concentrationthe filtrate is concentrated in vacuo
  4. 4
    Autrepurified chromatographically

Mode opératoire

Under argon, 1.46 g (7.21 mmol) of 4-(trifluoromethoxy)phenyl isocyanate are added to 1.22 g (3.61 mmol) of ethyl 4-amino-1-methyl-1H-imidazole-2-carboxylate (synthesis in analogy to Example 4A step 3, or also according to Tetrahedron Lett. 2003, 44, 1607 and the literature cited therein) in 50 ml of THF, and the mixture is stirred at room temperature overnight. The reaction mixture is filtered and the filtrate is concentrated in vacuo and purified chromatographically.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07919489B2uspto-grants-2011_04