HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → N-(3-bromo-5-((4-(1-methyl-1H-pyrazol-4-yl)-2-nitrophenyl)amino)phenyl) acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 67240182 | HCID 67240182 | — |
| Reactant | 4-(4-fluoro-3-nitrophenyl)-1-methyl-1H-pyrazole | HCID 89501221 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-bromo-5-((4-(1-methyl-1H-pyrazol-4-yl)-2-nitrophenyl)amino)phenyl) acetamide | HCID 89501148 | 35% |
Reaction Steps
A solution of 4-(4-fluoro-3-nitrophenyl)-1-methyl-1H-pyrazole (1.6 g, 7.239 mmol), N-(3-amino-5-bromophenyl)acetamide (1.98 g, 8.687 mmol) and potassium fluoride (0.503 g, 8.687 mmol) in DMF was heated at 130° C. for 48 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off to afford the crude residue which was purified by column chromatography (60-120 silica gel, 50% ethyl acetate in hexane) to yield the title product in 35% yield (1.1 g); LC-MS (API): Calculated mass: 430.1; Observed mass: 432 [M+H]+ (rt: 1.50 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447091B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-eef84d3976bb486fbd6842c15f625758 |
| Source note | uspto-grants-2016_09 |