HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → N-[4-(2-dimethylaminomethyl-imidazol-1-yl)-2-fluorophenyl]-2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 4-(2-Dimethylaminomethyl-imidazol-1-YL)-2-fluoro-phenylamine | HCID 9878013 | — |
| Reactant | 2-(2-Fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetic acid | HCID 68695741 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | N-[4-(2-dimethylaminomethyl-imidazol-1-yl)-2-fluorophenyl]-2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide | HCID 11671074 | 18.6% |
Reaction Steps
To a solution of 2-(2-fluorophenyl)-2-(4-chlorophenylaminocarbonylamino)-acetic acid (from EXAMPLE 55, 62 mg, 0.19 mmol) and 4-(2-dimethylaminomethyl-imidazol-1-yl)-2-fluorophenylamine (45 mg, 0.19 mmol) in pyridine (3 mL) cooled in an ice-bath, POCl3 (0.035 mL, 0.38 mmol) was added. After being stirred at room temperature overnight, the mixture was concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a powder (19 mg). MS 539.1 and 541.1 (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-f399087b0be7470e98dca08e600510ad |
| Source note | uspto-grants-2010_03 |