HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → benzyl 2-[[2,4-bis(trifluoromethyl)phenyl]methylamino]-5-oxo-4H-imidazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Bis(trifluoromethyl)benzyl bromide | HCID 518871 | — |
| Reactant | 2-Amino-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester | HCID 15054183 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | benzyl 2-[[2,4-bis(trifluoromethyl)phenyl]methylamino]-5-oxo-4H-imidazole-3-carboxylate | HCID 178516791 | 52.4% |
Reaction Steps
A suspension of 2-amino-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester (93.2 mg, 0.40 mmol), 2,4-bis-trifluoromethyl-benzylbromide (126.6 mg, 0.40 mmol) and K2CO3 (83.01 mg, 0.60 mmol) in acetonitrile (10 mL) was heated to reflux under argon for 1 hr. Cooled to r.t. and the reaction mixture was partitioned between EtOAc and water. The organic layer was dried over Na2SO4 and concentrated to give a residue which was triturated with EtOAc and filtered to give 2-(2,4-bis-trifluoromethyl-benzylamino)-4-oxo-4,5-dihydro-imidazole-1-carboxylic acid benzyl ester as a white solid (96.0 mg, 52.4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07268231B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-fce0e12bd46d4c8091621fd47b8ab67b |
| Source note | uspto-grants-2007_09 |