HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 89655919, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2,4-Difluorophenol | HCID 123051 | — |
| Reactant | 5-Bromo-6-chloropyridine-3-sulfonamide | HCID 4730022 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 89655919 | HCID 89655919 | 72.6% |
Reaction Steps
A mixture of Example 86a (0.543 g, 2 mmol), 2,4-difluorophenol (0.390 g, 3.00 mmol), and cesium carbonate (1.955 g, 6.00 mmol) in DMSO (10 mL) was heated at 110° C. for 16 hours. After cooling, the reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was neutralized with 10% HCl and extracted with additional ethyl acetate twice. The combined organic layers were washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (3:2 ethyl acetate/hexanes) on silica gel to give the title compound (0.53 g, 1.451 mmol, 72.6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296741B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-116b5d4467ed40329991816c0be45e10 |
| Source note | uspto-grants-2016_03 |