HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfate → 3-Bromo-6-(difluoromethoxy)-2,4-dimethylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,2-Difluoro-2-(fluorosulfonyl)acetic acid | HCID 2737516 | — |
| Reactant | HCID 178429301 | HCID 178429301 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Bromo-6-(difluoromethoxy)-2,4-dimethylpyridine | HCID 86686347 | — |
Reaction Steps
A mixture of 5-bromo-4,6-dimethylpyridin-2-ol obtained in Preparation Example 23(1) (500 mg), 2-(fluorosulfonyl)difluoroacetic acid (0.307 mL) and sodium sulfate (70.3 mg) was stirred in an acetonitrile solvent (10 mL) at room temperature for 3.5 hours. A saturated aqueous sodium bicarbonate solution was added to the reaction mixture, and the mixture was then concentrated under reduced pressure. The residue was extracted with ethyl acetate, and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 10%) to give the title compound (68.6 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563565B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-b22ed19fc9b04cefbd85b6c79e17ca0d |
| Source note | uspto-grants-2013_10 |