HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → [5-(2-Fluoro-phenyl)-1-methyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-2-ylmethyl]-(3-trifluoromethyl-phenyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 3-(Trifluoromethyl)aniline | HCID 7375 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-methyl-2-chloromethyl-5-(2'-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepine | HCID 13485644 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [5-(2-Fluoro-phenyl)-1-methyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-2-ylmethyl]-(3-trifluoromethyl-phenyl)-amine | HCID 19766234 | — |
Reaction Steps
According to the method of Example 5, 1-methyl-2-chloromethyl-5-(2'-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepine (200 mg, 0.66 mmole) and m-trifluoromethyl aniline (319 mg, 1.97 mmole) were combined in 2 ml of dry N,N-dimethylformamide, and potassium carbonate (273 mg, 1.97 mmole) and sodium iodide (198 mg, 1.32 mmole) were added to this mixture (which was heated at 65° C. for 18 hours). After solvent-removal, partitioning, separation, washing, drying and concentrating, the analytical product was obtained via chromatography on silica gel (ethyl acetate-hexane elution, 3:7 v/v) and was shown to be 96% pure by HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05206238 |
| Source dataset | uspto-grants-1993_04 |
| ORD ID | ord-d3633dff796e438999bca76019025104 |
| Source note | uspto-grants-1993_04 |