HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 4-(5-{3-[3-Ethyl-3-(3-hydroxy-phenyl)-azepan-1-yl]-3-oxo-propyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-(3-Ethylazepan-3-yl)phenol | HCID 6453793 | — |
| Reactant | 3-[3-(4-cyano-3-fluoro-benzyl)-3H-imidazol-4-yl]-propionic Acid | HCID 18354308 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(5-{3-[3-Ethyl-3-(3-hydroxy-phenyl)-azepan-1-yl]-3-oxo-propyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile | HCID 18354307 | — |
Reaction Steps
3-[3-(4-Cyano-3-fluoro-benzyl)-3H-imidazol-4-yl]-propionic acid, as described above in Step E, (0.56 g, 0.78 mmol) and 3-(3-ethyl-azepan-3-yl)-phenol, as described above in Step J, (0.182 g, 0.78 mmol), HOBT (0.126 g, 0.936 mmol), EDC (0.179 g, 0.936 mmol) and N-methylmorpholine (0.257 mL, 2.34 mmol) were dissolved in DMF (15 mL) and stirred at ambient temperature for 18 h. The DMF was removed in vacuo and the residue was partitioned between EtOAc and saturated aqueous NaHCO3 solution. The organic layer was washed with H2O, brine, dried (MgSO4), filtered, and concentrated to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06316436B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-0e5f9eacc7174d699880c1ba3186aea6 |
| Source note | uspto-grants-2001_11 |