HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → Methyl 4-((5-acetamido-2',4'-difluoro-[1,1'-biphenyl]-3-yl)amino)-3-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | Methyl 4-fluoro-3-nitrobenzoate | HCID 5219721 | — |
| Reactant | N-(5-amino-2',4'-difluorobiphenyl-3-yl)acetamide | HCID 89500067 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-((5-acetamido-2',4'-difluoro-[1,1'-biphenyl]-3-yl)amino)-3-nitrobenzoate | HCID 117777463 | 48.78% |
Reaction Steps
A solution of N-(5-amino-2′,4′-difluoro-[1,1′-biphenyl]-3-yl)acetamide (1.0 g, 3.813 mmol), methyl 4-fluoro-3-nitrobenzoate (0.835 g, 4.194 mmol, 1.1 eq.) and potassium fluoride (0.265 g, 4.457 mmol, 1.2 eq.) in DMF was heated at 130° C. for 16 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to give the crude residue which was purified by column chromatography (60-120 silica gel, 40% ethyl acetate in hexane) to give the product in 48.78% yield (0.82 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447091B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-e0cfa6581e6347aa88ab0aec61b5ea45 |
| Source note | uspto-grants-2016_09 |