HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → N-(5-((5-bromo-3-nitropyridin-2-yl)amino)-2',6'-difluoro-[1,1'-biphenyl]-3-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 5-Bromo-2-chloro-3-nitropyridine | HCID 7019412 | — |
| Reactant | N-(5-amino-2',6'-difluoro-[1,1'-biphenyl]-3-yl)acetamide | HCID 89500157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-((5-bromo-3-nitropyridin-2-yl)amino)-2',6'-difluoro-[1,1'-biphenyl]-3-yl)acetamide | HCID 117777719 | 28% |
Reaction Steps
A solution of N-(5-amino-2′,6′-difluoro-[1,1′-biphenyl]-3-yl)acetamide (1.4 g, 6.1 mmol), 5-bromo-2-chloro-3-nitropyridine (1.6 g, 6.1 mmol, 1.0 eq.) and potassium fluoride (0.53 g, 9.0 mmol, 1.5 eq.) in DMF (8 ml) was heated at 110° C. for 4 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to afford the crude product which was purified by column chromatography (60-120 silica gel, 30% Ethyl acetate in hexane) to give the title product in 28% yield (0.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447091B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-617f241a9e4c4fe1aee17f66a38e319f |
| Source note | uspto-grants-2016_09 |