HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-2-(cyclopropylmethoxy)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Bromo-2-(cyclopropylmethoxy)pyridine | HCID 21914279 | — |
Reaction Steps
To a solution of cyclopropylmethanol (0.890 mL) in DMF (30 mL) was added sodium hydride (oil, 60%, 440 mg), and the mixture was stirred at room temperature for 10 min. To this mixture was added 2,5-dibromopyridine (2.00 g), and the mixture was stirred at 70° C. for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed twice with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (1.88 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08703758B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a90062d031f248a68ae52fe04701b0fc |
| Source note | uspto-grants-2014_04 |