HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 56848930, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Phenoxyphenol | HCID 13254 | — |
| Reactant | HCID 66779795 | HCID 66779795 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 56848930 | HCID 56848930 | 79% |
Reaction Steps
To a 10-mL microwave vial was added 3-(7-chlorofuro[3,2-b]pyridin-2-yl)aniline (88.20 mg; 0.36 mmol), 4-phenoxyphenol (100.68 mg; 0.54 mmol), and cesium carbonate (352.35 mg, 1.08 mmol). The reagents were suspended in DMF (5.00 ml) and run in the microwave reactor at 160° C. for 2 hours. The reaction mixture was cooled to room temperature. Water and brine were added to the reaction mixture which was then extracted with EtOAc. The combined organic layers were dried over Na2SO4, filtered and concentrated. The crude mixture was purified using Biotage column chromatography (20-100% EtOAc/Hexanes) to afford the title compound as a white solid (111.70 mg, 79%). HPLC (method F): 91%, RT=3.949 min. MS: m/z=395 [M+H]+, RT=3.80 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006440B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-8be6b7bef5c04fedb11bb32849e019f3 |
| Source note | uspto-grants-2015_04 |