HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,6-Dibromo-pyridin-4-yloxy)-4-fluoro-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 4-fluorosalicylate | HCID 2775386 | — |
| Reactant | 2,6-Dibromo-4-nitropyridine | HCID 16038748 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2,6-Dibromo-pyridin-4-yloxy)-4-fluoro-benzoic acid methyl ester | HCID 86642878 | — |
Reaction Steps
A solution of methyl 4-fluoro-2-hydroxybenzoate (2.00 g), 2,6-dibromo-4-nitropyridine (3.65 g), and cesium carbonate (4.21 g) in N,N-dimethylformamide (100 mL) was heated to 55° C. for 16 hours, cooled, added to water, and extracted with 50% ethyl acetate in hexanes. The organic extract was washed with brine, dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash column chromatography on silica gel using 30-50% ethyl acetate in hexanes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09303025B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e3336adbfb9f4779afd4571db907f070 |
| Source note | uspto-grants-2016_04 |