HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-[4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)phenyl]-2-(2,2-dimethylpropyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Chlorophenyl Isocyanate | HCID 7693 | — |
| Reactant | (2S)-2-Amino-4,4-dimethylpentanoic acid | HCID 194032 | — |
| Reactant | 4-(1-Methyl-4,5-dihydro-1H-imidazol-2-yl)-phenylamine | HCID 22728876 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[4-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)phenyl]-2-(2,2-dimethylpropyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide | HCID 11619441 | 51.2% |
Reaction Steps
To a solution of DL-γ-methylleucine (48 mg, 0.33 mmol) in DMF (2 mL), 4-chlorophenyl isocyanate (50 mg, 0.33 mmol) was added. The mixture was then stirred at room temperature overnight. To the reaction mixture, 4-(1-Methyl-4,5-dihydro-1H-imidazol-2-yl)-phenylamine (150 mg, 0.86 mmol) and H2O (0.5 mL, to solubilize the amine) were added. To the solution, EDC (127 mg, 0.66 mmol) was added. After being stirred at room temperature overnight, the solution was concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a powder (77 mg). MS 456.2 and 458.2 (M+H, Cl pattern).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678913B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-a345ab8f0ba0495198f2a0545a6e7e11 |
| Source note | uspto-grants-2010_03 |