HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → N-(5-(4-bromo-2-nitrophenylamino)-2',4'-difluorobiphenyl-3-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 4-Bromo-1-fluoro-2-nitrobenzene | HCID 2736328 | — |
| Reactant | N-(5-amino-2',4'-difluorobiphenyl-3-yl)acetamide | HCID 89500067 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-(4-bromo-2-nitrophenylamino)-2',4'-difluorobiphenyl-3-yl)acetamide | HCID 89500227 | 45% |
Reaction Steps
A solution of N-(5-amino-2′,4′-difluorobiphenyl-3-yl)acetamide (3.0 g, 11.44 mmol), 4-bromo-1-fluoro-2-nitrobenzene (2.52 g, 11.44 mmol, 1.0 eq.) and potassium fluoride (0.663 g, 11.44 mmol, 1.0 eq.) in DMF was heated at 130° C. for 5 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off under reduced pressure and the crude residue was purified by column chromatography (60-120 silica gel, 40% ethyl acetate in hexane) to afford the product in 45% yield (2.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447091B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-433560b0f76a4007946e34609e440cfa |
| Source note | uspto-grants-2016_09 |