Reacción #2161255

ord-721dd9feeb6843cf82e5f636be6397c1

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrosynthesis in analogy to Example 4A step 3
  2. 2
    FiltraciónThe reaction mixture is filtered
  3. 3
    Concentraciónthe filtrate is concentrated in vacuo
  4. 4
    Otropurified chromatographically

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07919489B2uspto-grants-2011_04