Reaction #2161255

ord-721dd9feeb6843cf82e5f636be6397c1

Reaction equation

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

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

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

Procedure

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.v1Patent: US07919489B2uspto-grants-2011_04