HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66738538, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 13477640 | HCID 13477640 | — |
| Reactant | 6-Fluoro-4-iodopyridin-3-ol | HCID 66674592 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66738538 | HCID 66738538 | 43% |
Reaction Steps
Heat a mixture of 6-fluoro-4-iodo-pyridin-3-ol (150 mg, 0.63 mmol), toluene-4-sulfonic acid 2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl ester (226 mg, 0.63 mmol), cesium carbonate (206 mg, 0.63 mmol) in DMF (2 mL) at 100° C. for 5 h. Cool the mixture and add water. Extract with ethyl acetate. Wash the organic layer with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo to a light yellow solid. Purify by column chromatography (hexane to 10% ethyl acetate in hexane) to afford the title compound as a white solid (115 mg, 43%). MS (ES) m/z 427 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08114872B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-5fdfebc12d2e48ceb52259a34b971b22 |
| Source note | uspto-grants-2012_02 |