HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → 6-Bromo-5-fluoropyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 5-Fluoro-3-pyridinamine | HCID 574450 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Bromo-5-fluoropyridin-3-amine | HCID 71741382 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 3-amino-5-fluoropyridine (900 mg, 8.03 mmol) in dry DMF (13 mL) was treated at 0° C. with N-bromo-succinimide (1.43 g, 8.03 mmol). The reaction mixture was stirred at rt until completion of the reaction. The mixture was then partitioned between Et2O and water. The layers were separated and the org. layer successively washed with water, sat. aq. NaHCO3 and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue was purified by FC (hept-EA 9:1 to 1:1) and the title compound obtained as an orange solid. LC-MS-conditions 07: tR=0.52 min; [M+H]+=191.30.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563714B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-39b1c6ab9b8546eeb0c811a4edf087e7 |
| Source note | uspto-grants-2013_10 |