HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibromomethane → 5-Bromo-[1,3]dioxolo[4,5-b]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibromomethane | HCID 3024 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 178515448 | HCID 178515448 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Bromo-[1,3]dioxolo[4,5-b]pyridine | HCID 82397213 | 13.1% |
Reaction Steps
Dibromomethane (91 mg) and cesium carbonate (380 mg) were added to a tube containing a DMF (4 ml) solution containing 5-bromopyridin-2,3-diol (100 mg) and the tube was sealed, followed by stirring at 100° C.-110° C. for 8 hours. The reaction solution was adjusted to room temperature, and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate. Subsequently, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=50:1 to 4:1), and a brown solid of 5-bromo-[1,3]dioxolo[4,5-b]pyridine (13.8 mg) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895585B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-a231d80ed95b4e988c05f9c2e5acfed4 |
| Source note | uspto-grants-2014_11 |