HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Chloro-3-[(2,6-difluorobenzyl)oxy]-2-nitropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Bromomethyl)-1,3-difluorobenzene | HCID 581435 | — |
| Reactant | 5-Chloro-2-nitropyridin-3-ol | HCID 18765698 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Chloro-3-[(2,6-difluorobenzyl)oxy]-2-nitropyridine | HCID 86717876 | — |
Reaction Steps
33 g of 5-chloro-2-nitropyridin-3-ol (Example 12A; 189 mmol, 1 equivalent) and 61.6 g of caesium carbonate (189 mmol, 1 equivalent) were initially charged in 528 ml of DMF, 40.4 g of 2,6-difluorobenzyl bromide (189 mmol, 1 equivalent) were added and the mixture was stirred at RT overnight. The reaction mixture was stirred into water/1N aqueous hydrochloric acid. The solid was filtered off, washed with water and air-dried. This gave 54.9 g (97% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126998B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-ea5147d32c874c4d8c817acee154475e |
| Source note | uspto-grants-2015_09 |